The Real Estate Law Podcast

Want to turn your vacation rental into an unforgettable adventure that guests can't stop talking about? In this episode of the SmartStay Show, we sit down with Rachel DeSantis — the mastermind behind QR Clue, a groundbreaking in-home escape game that transforms ordinary short-term rentals into immersive, puzzle-filled experiences! Imagine your guests stepping into a thrilling story where they solve clever puzzles, uncover hidden clues, and win prizes — all through simple, strategically placed QR codes. Rachel shares how this innovative concept not only makes stays wildly fun but also skyrockets your five-star reviews and booking rates. With quick three-minute setups and fully customizable storylines, QR Clue offers a fresh, tech-savvy way to stand out in a crowded rental market and create lasting memories for your guests. If you're a host looking to boost your rental's appeal and provide an experience guests rave about, this episode is packed with insights you don't want to miss. Press play and discover how storytelling and technology can literally change the game for your short-term rental business! Things we discussed in this episode: Transforms vacation rentals into escape room-style adventures. Guests scan hidden QR codes to solve puzzles and follow a storyline. Takes 2–3 hours to complete; guests can pause and resume anytime. Setup takes just 3 minutes with a ready-to-go kit for cleaners. Hosts can promote it in listings to attract more bookings. Collects guest names and emails at game start. Leads to more five-star reviews and detailed feedback. Seasonal themes like Halloween and Christmas coming soon. Featured at VR Nation in April with a live demo. Designed to create unforgettable stays with minimal effort for hosts. Get in touch with Rachel: Facebook - ⁠⁠⁠⁠https://www.facebook.com/qrclue/ Instagram - ⁠⁠⁠⁠https://www.instagram.com/getqrclue/ Website - ⁠⁠⁠⁠https://www.qrclue.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #QRClue #ShortTermRental #AirbnbExperience #TravelTech #HostTips #VacationRental #GuestExperience #EscapeRoom #HospitalityInnovation #STRMarketing Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ and⁠⁠⁠⁠ YouTube⁠⁠⁠⁠ Prideaway Stays ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Facebook⁠⁠⁠⁠ and ⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠ Straightforward Short-Term Rentals ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ Attorney Rory Gill ⁠⁠⁠⁠on LinkedIn⁠⁠⁠⁠ Jason Muth on ⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠ Hospitality.FM SmartStay Show is part of⁠⁠⁠⁠ Hospitality.FM⁠⁠⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Feeling “equity rich” but still cash strapped? You're not alone—and there's a smarter way to break free. In this eye-opening episode, We sit down with Certified Financial Planner Alan Franks to explore how real estate investors can unlock hidden capital, boost returns, and build lasting wealth. Alan shares powerful strategies for using tools like home equity lines of credit and securities-based lending to access cash without selling off valuable assets. He also sheds light on how the post-COVID real estate market has shifted—and how savvy investors are adapting. With clarity, humor, and real-world examples, Alan unpacks complex financial concepts and shows how to take advantage of tax-saving opportunities, diversify your portfolio, and rethink the way you use leverage. Whether you're managing multiple short-term rentals or just starting out, this episode will help you think bigger, plan smarter, and make your money work harder. It's the conversation every real estate investor needs—but probably never had. Ready to reimagine your investment strategy? Hit play and discover what's possible. Things we discussed in this episode: Use HELOCs to access cash for investment opportunities. Diversify across real estate and traditional assets. Borrow against securities to unlock investment capital. Leverage tax benefits like bonus depreciation and RE pro status. Adapt to STR shifts post-COVID in supply and demand. Prioritize appreciation, even with low initial cash flow. Use credit lines to scale real estate portfolios. Plan for high rates and increased competition. Factor opportunity cost into investment decisions. Balance investments across real estate, retirement, and taxable accounts. Get in touch with Alan: LinkedIn - ⁠⁠⁠https://www.linkedin.com/in/alanfranks/ Instagram - ⁠⁠⁠https://www.instagram.com/frankly_financial/ Website - ⁠⁠⁠https://www.empowered-money.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #WealthBuilding #FinancialPlanning #ShortTermRentals #InvestmentStrategy #PassiveIncome #RealEstateWealth #FinancialFreedom #PropertyInvestment #TaxAdvantages Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠⁠⁠Website⁠⁠⁠ and on ⁠⁠⁠Instagram⁠⁠⁠ and⁠⁠⁠ YouTube⁠⁠⁠ Prideaway Stays ⁠⁠⁠Website⁠⁠⁠ and on ⁠⁠⁠Facebook⁠⁠⁠ and ⁠⁠⁠LinkedIn⁠⁠⁠ Straightforward Short-Term Rentals ⁠⁠⁠Website⁠⁠⁠ and on ⁠⁠⁠Instagram⁠⁠⁠ Attorney Rory Gill ⁠⁠⁠on LinkedIn⁠⁠⁠ Jason Muth on ⁠⁠⁠LinkedIn⁠⁠⁠ Hospitality.FM SmartStay Show is part of⁠⁠⁠ Hospitality.FM⁠⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

What happens when a frustrated Airbnb host builds a tool to solve his own problem—and ends up launching one of the most influential platforms in short-term rentals? In this episode, we sit down with Pierre-Camille Hamana, CEO and founder of Hospitable, to explore his surprising journey from law school dropout to tech entrepreneur. What began as a simple solution to automate guest messaging for his own rental has grown into a powerhouse property management platform supporting tens of thousands of listings across the globe. Pierre shares the real story behind Hospitable's evolution—from a basic tool for solo hosts to a full-fledged system tackling everything from platform integration to direct bookings. We dive into the complexities of building software for hosts, the future of short-term rental automation, and why simplicity is the key to scaling. Whether you're a seasoned host, a budding entrepreneur, or just fascinated by startup journeys, this episode is packed with insight, inspiration, and behind-the-scenes moments from a founder who's quietly reshaping the future of hospitality tech. Things we discussed in this episode: Founder's Origin: Pierre Hamana began by renting out a room on Airbnb and built Hospitable to automate his own guest messaging. Early Focus: Designed for small hosts managing fewer than 7 properties. Direct Bookings: Built-in booking engine with ID checks, rental agreements, and deposit handling. OTA Integrations: Navigated complex relationships with platforms like Airbnb and Booking.com. Community Input: Product roadmap shaped by user forums and direct feedback. Support Culture: Globally distributed team known for fast, friendly help—often using memes. Vision: Exploring marketplace tools and STR property investments. Small Host Challenges: Tackled issues like payment processing and lack of support from traditional vendors. Platform Growth: Evolved from a messaging tool to an all-in-one host solution. Tech Democratization: Making powerful tools accessible to individual hosts and self-managers. Get in touch with Pierre: Facebook - ⁠https://www.facebook.com/20AD6664F78B17B8FED5⁠ LinkedIn - ⁠⁠⁠⁠https://www.linkedin.com/in/pchamana/⁠ Instagram - ⁠⁠⁠⁠https://www.instagram.com/pchamana/⁠ Website - ⁠⁠⁠⁠https://smartbnb.io/⁠ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AirbnbTips #HostTech #PropertyManagement #TravelTech #EntrepreneurStory #DirectBookings #HostLife #HospitableSoftware #STRInnovation Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ and⁠⁠⁠⁠ YouTube⁠⁠⁠⁠ Prideaway Stays ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Facebook⁠⁠⁠⁠ and ⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠ Straightforward Short-Term Rentals ⁠⁠⁠⁠Website⁠⁠⁠⁠ and on ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ Attorney Rory Gill ⁠⁠⁠⁠on LinkedIn⁠⁠⁠⁠ Jason Muth on ⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠ Hospitality.FM SmartStay Show is part of⁠⁠⁠⁠ Hospitality.FM⁠⁠⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

What Happens When Your Airbnb Becomes a Disaster? Join us as we sit down with Andy Gurczak, a seasoned public adjuster and new short-term rental owner, to explore the often-overlooked world of insurance claims for vacation rentals. In this eye-opening episode, Andy reveals insider tips on protecting your property and why your standard homeowner's insurance policy might not have your back when you're hosting on platforms like Airbnb. From how one plumber's report can make or break a claim, to the vital importance of documenting everything—from receipts to photos—Andy shares his expert advice. Drawing on his personal experience as a new short-term rental owner, Andy also talks about the real challenges of setting up and managing a rental property. Plus, he provides his direct contact info for listeners seeking tailored insurance advice, making this episode an invaluable resource for anyone serious about safeguarding their investment. Whether you're a seasoned host or just starting out, this episode offers practical wisdom on navigating the complexities of insurance and avoiding potential pitfalls in the vacation rental world. Don't miss it! Things we discussed in this episode: Why you need specialized insurance for short-term rentals like Airbnb How public adjusters fight for your claim and maximize payouts The importance of documenting everything—photos, receipts, inventory Hidden gaps in standard homeowner's policies for rental properties Real challenges of setting up and managing a new short-term rental Why loss of income coverage is a must for vacation rental owners How to simplify property management and enhance guest experience Key policy details and exclusions every host should know Building referral networks with insurance pros and mitigation teams Get in touch with Andy: LinkedIn - ⁠⁠https://www.linkedin.com/in/andy-gurczak-528b9b64/ Facebook - ⁠⁠https://www.facebook.com/Andy.Gurczak Website - ⁠⁠https://allcityadjusting.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AirbnbInsurance #PropertyInvestment #InsuranceClaims #RentalPropertyTips #PublicAdjuster #VacationRentalOwners #PropertyProtection #STRBusiness Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠⁠Website⁠⁠ and on ⁠⁠Instagram⁠⁠ and⁠⁠ YouTube⁠⁠ Prideaway Stays ⁠⁠Website⁠⁠ and on ⁠⁠Facebook⁠⁠ and ⁠⁠LinkedIn⁠⁠ Straightforward Short-Term Rentals ⁠⁠Website⁠⁠ and on ⁠⁠Instagram⁠⁠ Attorney Rory Gill ⁠⁠on LinkedIn⁠⁠ Jason Muth on ⁠⁠LinkedIn⁠⁠ Hospitality.FM SmartStay Show is part of⁠⁠ Hospitality.FM⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Did you know your short-term rental could be a powerful tax-saving machine? In this episode, We sit down with Sean Graham—CPA, real estate investor, and cost segregation expert—to uncover how vacation rental owners can legally slash their tax bills using smart depreciation strategies. From bonus depreciation and the short-term rental loophole to material participation rules, Sean breaks down complex tax concepts in a way that actually makes sense (yes, really!). You'll learn how the IRS actually encourages real estate investors to succeed—and how a simple cost segregation study could save you thousands. Whether you're a high-income earner or just getting started in the rental game, this episode is packed with actionable insights to help you keep more money in your pocket and reinvest with confidence. Grab a pen. Take notes. This could change the way you invest. Things we discussed in this episode: Cost Segregation: Accelerates depreciation by breaking property into components with 5-, 7-, or 15-year lifespans instead of the standard 27.5 or 39 years. Bonus Depreciation: Allows large first-year write-offs for property improvements; phasing down to 40% in 2025. Short-Term Rental Loophole: Treats short-term rentals as active businesses, enabling high earners to offset W-2 income with depreciation. Material Participation: To claim active status, owners must spend 100+ hours and more time than anyone else on the property. Real Estate Professional Status (REPS): Requires 750+ hours annually in real estate to treat rental losses as active and offset other income. Tax Deferral: Investors can defer taxes by reinvesting gains and passing properties through inheritance with a step-up in basis. IRS Incentives: The IRS offers generous depreciation and tax breaks to encourage real estate investment. Cost Segregation Process: Engineering studies allocate costs to shorter-life components for faster depreciation. Co-Hosting Impacts: Using third-party managers can affect an owner's ability to meet material participation rules. Eligible Properties: Cost segregation works best for high-value short-term and long-term rentals with substantial improvements. Get in touch with Sean: Facebook - https://www.facebook.com/people/Maven-Cost-Segregation-Tax-Advisors/61570153671981/ LinkedIn - ⁠⁠https://www.linkedin.com/company/mavencostseg/ Instagram - ⁠⁠https://www.instagram.com/mavencostseg/ Website - ⁠⁠https://mavencostseg.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #TaxStrategy #CostSegregation #BonusDepreciation #TaxSavings #RentalProperty #InvestmentTips #PassiveIncome #RealEstateWealth Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠⁠Website⁠⁠ and on ⁠⁠Instagram⁠⁠ and⁠⁠ YouTube⁠⁠ Prideaway Stays ⁠⁠Website⁠⁠ and on ⁠⁠Facebook⁠⁠ and ⁠⁠LinkedIn⁠⁠ Straightforward Short-Term Rentals ⁠⁠Website⁠⁠ and on ⁠⁠Instagram⁠⁠ Attorney Rory Gill ⁠⁠on LinkedIn⁠⁠ Jason Muth on ⁠⁠LinkedIn⁠⁠ Hospitality.FM SmartStay Show is part of⁠⁠ Hospitality.FM⁠⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Are you ready to find your next cash-flowing short-term rental property — and actually know it's a winner before you buy? In this episode, We sit down with John Bianchi, the self-proclaimed "Airbnb Data Guy," who's helped uncover over 200 profitable STR properties. John pulls back the curtain on how to spot the best markets, why understanding local regulations is critical, and how effective marketing can make or break your rental's success. You'll learn John's two-step method for market selection, dive into real-world property analysis (including a live review of Jason and Rory's property in Laconia, New Hampshire), and get practical tips like the "20% rule" and how to maximize your property's potential with strategic photography. Whether you're investing your first dollar or expanding your growing portfolio, John's data-driven insights and no-nonsense advice will give you the edge to make smarter, more profitable decisions. Get ready for a deep-dive that's packed with actionable strategies you can use right now! Things we discussed in this episode: John Bianchi's two-step method for picking STR markets: check regulations and apply the 20% rule (annual revenue = 20% of purchase price). Why professional photography and marketing are key to standing out — especially when showcasing unique amenities and outdoor spaces. A deep dive into Jason and Rory's Laconia, NH property: challenges with cash flow and market fit. The risks of buying in areas without clear STR regulations. How STRs offer cash flow, equity growth, and major tax benefits. Why you can't fully trust AirDNA's rentalizer tool — and how to do better comp analysis manually. John's story: from building STR Search to helping identify 200+ profitable properties. How waterfront locations and standout features boost income. Diversifying investments: blending STRs with other vehicles. The deeper "why" behind STR investing: creating freedom and generational wealth. Get in touch with John: LinkedIn - ⁠https://www.linkedin.com/in/john-bianchi/ Instagram - ⁠https://www.instagram.com/theairbnbdataguy/ Website - ⁠https://strsearch.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #STRInvesting #AirbnbDataGuy #ShortTermRental #RealEstateInvestment #PropertyInvesting #PassiveIncome #RentalMarkets #InvestmentStrategy #RealEstateData #STRTips Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show ⁠Website⁠ and on ⁠Instagram⁠ and⁠ YouTube⁠ Prideaway Stays ⁠Website⁠ and on ⁠Facebook⁠ and ⁠LinkedIn⁠ Straightforward Short-Term Rentals ⁠Website⁠ and on ⁠Instagram⁠ Attorney Rory Gill ⁠on LinkedIn⁠ Jason Muth on ⁠LinkedIn⁠ Hospitality.FM SmartStay Show is part of⁠ Hospitality.FM⁠, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Are you putting all your hosting eggs in the Airbnb basket? What if there's a smarter way to grow your short-term rental business? In this eye-opening episode, we sit down with Mark Simpson, founder of Boostly and one of the world's top experts in direct booking strategies. From running a family farm stay to becoming a global authority on short-term rental marketing, Mark's journey is as inspiring as it is informative. Discover why relying solely on one platform can be a risky move—and how you can take back control. Mark shares powerful, practical tactics for boosting direct bookings, defining your ideal guest avatar, and using tools like AI and ChatGPT to optimize your listings and guest communication. Whether you're just starting out or managing a portfolio of properties, this episode is packed with golden nuggets that will help you build a resilient, profitable business that doesn't depend on just one booking site. Don't miss this one—Mark's insights might just be the game-changer your hosting journey needs. Things we discussed in this episode: The importance of diversifying booking platforms beyond Airbnb to reduce business risk Mark Simpson's background growing up in a family farm stay and how it shaped his hospitality perspective The concept of creating an ideal guest avatar to improve marketing and listing effectiveness Utilizing property management software (PMS) as a central "zone of truth" for booking management The role of AI tools like ChatGPT in improving listing copy, marketing, and operational efficiency Boostly's evolution from a training platform to offering website design and API integrations for direct bookings The shift in hospitality marketing from traditional newspaper ads to digital platforms and social media Strategies for getting more direct bookings, with a goal of reaching 65% direct booking rate The importance of becoming a brand ambassador for your location, not just focusing on property features How technology and AI are changing the short-term rental industry, with a focus on freeing up time for hosts and improving guest communication Get in touch with Mark: Facebook - https://www.facebook.com/BoostlyUk/ Instagram - https://www.instagram.com/boostlyuk/ Linkedin - https://www.linkedin.com/in/mrmarksimpson/ Website - https://boostly.co.uk/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #DirectBookings #ShortTermRental #AirbnbStrategy #HostTips #TravelIndustry #AIinHospitality #MarketingForHosts #PropertyManagement #BoostlyMarketing #TechForHosts Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Are you leaving money on the table with your short-term rental? In this episode, We sit down with CPA and tax strategist Anne Gannon to uncover the often-overlooked financial advantages of real estate investing. Anne simplifies complex tax topics and reveals how savvy investors use short-term rentals not just for income—but to build long-term wealth. From depreciation strategies to smart tax planning, you'll learn how to make the most of your property and use the tax code to your advantage. Whether you're a seasoned investor or just getting started, this episode is packed with actionable insights that could transform your financial future. Find out why Anne says her happiest retired clients are real estate investors—and how you can follow in their footsteps with smart, strategic moves. Don't miss this wealth-building masterclass! Things we discussed in this episode: Short-term rentals offer unique tax benefits, often similar to those available to real estate professionals. Depreciation strategies—like cost segregation—can lead to major tax savings. Think long-term: a 5–10 year investment view helps maximize appreciation, equity, and wealth-building potential. COVID-19 underscored the importance of diversification—real estate proved to be a resilient asset. Learn the four-part test to qualify your STR as a business, including active involvement and risk. Short-term rentals have different tax treatments and greater operational complexity than long-term rentals. They can be part of a powerful retirement plan—especially when converting to a primary residence later. Cash-out refinancing and tapping into equity can offer tax-free liquidity. Understanding depreciation is key for scaling your portfolio strategically. Real estate offers long-term stability—Anne says her happiest retired clients are investors. Get in touch with Anne: Facebook - https://www.facebook.com/profile.php?id=100095441858241 Instagram - https://www.youtube.com/@AcceleratorMethod Linkedin - https://www.linkedin.com/in/anne-gannon-529107148/ Website - https://www.thelargogroup.com/About https://www.accelerator-method.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #TaxStrategy #PassiveIncome #TaxPlanning #RealEstateWealth #InvestmentTips #PropertyInvestment #FinancialFreedom #STRTaxBenefits Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

"What if your vacation rental came with VIP treatment?" Dive into the world of luxury short-term rentals with Kevin Duran, founder of JKW Vacation Club. In this episode, we explore a game-changing approach to vacation stays—one that goes beyond traditional Airbnb bookings. Kevin shares how his innovative membership model offers travelers a full concierge experience, including airport shuttles, grocery delivery, and exclusive local experiences. For property owners, JKW provides a powerful marketing and optimization strategy to fill calendars and create meaningful guest connections. With a background in sales and tech, Kevin is building a network of high-end properties across different locations, focusing on unforgettable, personalized travel experiences. Whether you're a property owner looking to maximize revenue or a traveler seeking VIP service, this episode is packed with insights into the future of short-term rentals and hospitality. Things we discussed in this episode: Ski-Pass Style Membership – Members buy days to use across JKW's luxury properties. VIP Concierge Services – Perks include shuttles, private chefs, massages, and curated experiences. Direct Booking Strategy – Virtual assistants prospect in Facebook groups to build a guest database. Premium Property Network – Partnering with owners to offer high-end, unique stays. Revenue Through Upsells – Bundling services with platforms like HostCo to boost earnings. Tech & PMS Challenges – Finding the right tools to streamline operations. AI & Sales Automation – Using Seamless.ai to target corporate clients. Luxury & Corporate Focus – Ideal for retreats, incentive programs, and tax-deductible stays. On-the-Ground Support – Hiring local managers to maintain brand standards. Revenue-Sharing for Owners – Fixed payouts when JKW members book their properties. Get in touch with Kevin: Facebook - https://www.facebook.com/JKWVacation Website - https://jkwvacationclub.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #LuxuryTravel #VacationClub #TravelExperiences #PropertyInvestment #HospitalityInnovation #AIinTravel #ConciergeService #TravelTech #STRBusiness Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Is Your Short-Term Rental Truly Welcoming to All Guests? In this must-listen episode, we sit down with Mrs. Schneider, an expert who understands the real challenges travelers with disabilities face. They uncover practical, budget-friendly ways to make your rental more accessible—like installing lever door handles, modifying bathrooms, and making small yet impactful changes. With nearly 70 million Americans living with disabilities, creating an inclusive space isn't just the right thing to do—it's a smart business move that sets you apart in a growing market. Whether you own one property or multiple rentals, you'll walk away with actionable tips that can expand your guest pool and make a real difference. Tune in now and start making your rental truly welcoming for everyone! Things we discussed in this episode: Accessibility filters on Airbnb that allow hosts to highlight property features for guests with mobility challenges Practical modifications like using lever handles instead of knobs, which are similarly priced but much easier for people with limited hand mobility Bathroom accessibility improvements, including grab bars that double as towel racks, raised toilets, and shower benches The growing market of travelers with disabilities - currently 70 million Americans and projected to increase to 82 million in the next 20 years Legal considerations for hosts when claiming a property is "handicap friendly" or accessible Mrs. Schneider's innovative movable wheelchair tray designed to help people with disabilities eat and move more independently The importance of honest communication about a property's accessibility features and limitations Ramp and doorway width considerations for wheelchair accessibility Lighting and visibility improvements for guests with vision challenges, especially older travelers The broader impact of creating inclusive spaces that allow people with disabilities to travel and enjoy experiences with their families Get in touch with Mrs. Schneider: Facebook - https://www.facebook.com/profile.php?id=61567628681216 Instagram - https://www.instagram.com/lessbarriers/ Website - https://www.lessbarriers.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AccessibleTravel #InclusiveHospitality #DisabilityTravel #AirbnbAccessibility #TravelForAll #AdaptiveHosting #Inclusive Tourism #AccessibleAirbnb #TravelInclusion Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Would You Quit Your 9-to-5 to Build a Short-Term Rental Empire? Payton Cummings did exactly that—leaving behind a steady paycheck to scale a thriving 17-property short-term rental business! In this episode, she shares her journey from corporate consulting to full-time entrepreneurship, the mindset shifts that made it possible, and how community and strategy helped her think bigger. If you're dreaming of turning your side hustle into a sustainable business, this episode is packed with real insights and actionable advice you won't want to miss! Things we discussed in this episode: Peyton's transition from a W2 management consulting job to full-time short-term rental entrepreneurship The importance of joining entrepreneurial communities like STR Secrets for networking and mindset growth Financial planning and considerations before leaving a steady job, including healthcare and income sustainability Building and scaling a short-term rental business from 3 personal properties to 17 co-hosted properties The challenges of delegating guest communication and learning to trust a virtual assistant team Strategies for local networking, including joining BNI groups and connecting with local developers and investors The value of investing time in personal mindset development and strategic business planning Real estate professional tax status and potential tax benefits for full-time real estate entrepreneurs Maintaining personal relationships and friendships while growing a business, especially as an entrepreneur The process of automating guest communications while still maintaining quality customer service and oversight . Get in touch with Payton: Facebook - https://www.facebook.com/payton.young.7 Instagram - https://www.instagram.com/staymodernproperties/ Website - https://staymodernproperties.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AirbnbHost #EntrepreneurLife #STRBusiness #SideHustleSuccess #PropertyManagement #BusinessGrowth #WomenInBusiness #DigitalNomadLife Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wondered if one spontaneous decision could completely change your career? That's exactly what happened to Jayla Siciliano. While on vacation, she crunched the numbers on a short-term rental, saw its potential, and the next day, put in an offer on her first property. In this episode of SmartStay Show, Jayla takes us through her journey from that impulsive purchase to building a thriving short-term rental business across multiple states. We dive into the challenges of managing properties remotely, the importance of building a strong local team, and how she scaled her co-hosting operation while maintaining high-quality guest experiences. Jayla also shares how she overcame imposter syndrome, lessons from past entrepreneurial ventures, and why she's now expanding into real estate development. Whether you're a new investor or an experienced host, this episode is packed with insights and inspiration you won't want to miss! Things we discussed in this episode: Jayla's Unexpected Start in STRs – How a vacation rental stay led to her first property purchase. Scaling a Short-Term Rental Business – Growing from a single property to managing multiple across states. Challenges of Remote Property Management – How she successfully operates rentals from across the country. Building a Strong Local Team – The importance of having reliable "boots on the ground." Overcoming Imposter Syndrome – Transitioning from a different industry and establishing credibility in STRs. The Role of Systems and Technology – Using tools like Breezeway and OwnerRez to streamline operations. Expense & Maintenance Management – The hidden complexities of managing costs and upkeep, especially in snowy climates. Co-Hosting and Owner Relations – How she convinces owners to trust a remote management model. Real Estate Investment & Market Strategy – Why she chose Vermont and California for her properties. Future Plans & Expansion – Her podcast Seed Money and plans to develop properties on her Vermont land. . Get in touch with Jayla: Facebook - https://www.facebook.com/jayla.siciliano.akers Instagram - https://www.instagram.com/atlasvacations/ Website - https://www.atlas-vacations.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #VacationRentals #AirbnbHost #Entrepreneurship #PassiveIncome #RemotePropertyManagement #CoHosting #STRBusiness #FinancialFreedom Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

What makes a short-term rental truly unforgettable? In this episode of SmartStayShow, we uncover the secrets behind top-performing vacation rentals with Mark Lumpkin, sales director at STRCRIBS. From bachelorette-themed escapes in Nashville to hidden speakeasies and glow-in-the-dark mini-golf, Mark shares expert tips on designing spaces that attract guests—and boost revenue. We dive into bold colors, eye-catching murals, and Instagrammable moments that make listings pop. Whether you're a new host or a seasoned investor, this episode is packed with game-changing insights to help you stand out. Things we discussed in this episode: Evolving Guest Expectations – How short-term rental guests expect more than they did 10 years ago, making amenities and design essential for success. Defining Your Guest Avatar – Understanding your ideal guest (families, couples, bachelor/bachelorette groups) and tailoring the rental experience accordingly. Themed Rentals & Market-Specific Design – Examples like bachelorette-themed homes in Nashville, Disney-themed rentals in Orlando, and ski-lodge aesthetics in Colorado. High-Impact Amenities – Features that increase bookings, such as hot tubs, barrel saunas, coffee bars, and even pickleball courts. Balancing Niche vs. Broad Appeal – The risk of hyper-themed rentals (like college football houses) and finding the right level of specialization. Bold Design & Color Psychology – How vibrant colors, murals, and statement pieces help listings stand out in crowded markets. Photography & Staging Strategies – Using professional photos, lifestyle images, and seasonal shots to capture attention and increase bookings. Budget-Friendly Upgrades – Small investments like blackout curtains, high-quality bedding, and unique wall art that enhance guest experience. Financing for Rental Upgrades – STR Cribs' 0% financing option to help hosts afford high-impact improvements without upfront costs. Innovative & Unique Amenities – Creative installations like speakeasies, indoor mini-golf, and hidden game rooms to create unforgettable stays. . Get in touch with Mark: Linkedin - https://www.linkedin.com/in/mark-lumpkin-84b173142 Facebook - https://www.facebook.com/strcribs Instagram - https://www.instagram.com/strcribs_/ Website - https://strcribs.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbHosting #STRCribs #VacationRentals #RentalProperty #AirbnbDesign #PassiveIncome #PropertyManagement #TravelExperience Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wondered what it's like to live as a digital nomad, staying in over 30 short-term rentals around the world? In this exciting episode of the Smart Stay Show, we sit down with Eric and Marissa Dingler, a family that sold most of their possessions and turned their home into a life of adventure. From Costa Rica to Liverpool, the Dinglers share their incredible journey and insights into the world of short-term rentals. As experienced guests, they dive into what makes a great host, the importance of functional spaces, and how to create an unforgettable guest experience. They also explore the impact of short-term rentals on local communities and how hosts can attract the growing digital nomad market. Plus, Eric offers free consultations for property owners looking to improve their listings! Don't miss this captivating conversation packed with valuable tips and real-world insights! Things we discussed in this episode: Eric and Marissa Dingler's transition to a nomadic lifestyle, selling 95% of their possessions. The Dinglers' preferences for short-term rentals, including the need for 5 bedrooms, multiple bathrooms, and a washer/dryer. The importance of functional spaces, especially in the kitchen and bathroom, from the guest perspective. The significance of clear communication and responsiveness between hosts and long-term guests. The Dinglers' philosophy on providing honest, fair ratings based on the host-guest relationship. The impact of providing multiple keys for long-term guests and the host's responsiveness to requests. The nuanced view on the effect of short-term rentals on local housing markets and communities. The Dinglers' approach to integrating into local communities and being good neighbors as digital nomads. Eric's digital marketing agency and the offer of free consultations for property owners. The Dinglers' future plans to potentially become short-term rental hosts themselves. . Get in touch with Eric and Marissa: Linkedin - https://www.linkedin.com/in/ericdingler/ Facebook - https://www.facebook.com/coastalcitycreative Instagram - https://www.instagram.com/intransitstudios/ Website - https://intransitstudios.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Airbnb #AirbnbGuests #GuestExperience #HostCommunication #LocalCommunities #HousingImpact #FunctionalSpaces #RatingSystem #EntrepreneurialSpirit #DigitalNomads Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Can You Build a Thriving Short-Term Rental Business While Working Full-Time? In this episode, we sit down with Jim McGowan, a seasoned sales professional who has successfully built a profitable short-term rental portfolio—all while maintaining his full-time job! Jim takes us through his journey, from an early misstep in fractional ownership to fully owning and managing two stunning vacation rentals in Bartlett, New Hampshire: Summit Vista, a condo with breathtaking views, and Lift House, a sought-after ski-in/ski-out property. How did Jim make it happen? He breaks down his financing strategy, including how he leveraged a home equity line of credit (HELOC) to secure a prime property with a quick cash offer. He also shares the advantages and flexibility of this approach for aspiring investors. Tune in now to learn how you can start or grow your own short-term rental business without quitting your day job! Things we discussed in this episode: Jim's experience with fractional ownership and the limitations it presented. The decision to transition to full property ownership and the benefits it provided. The purchase of Summit Vista and the importance of the property's unique selling point (best view in New Hampshire). The acquisition of Lift House, a ski-in/ski-out property, and the use of a HELOC to finance it. The advantages of a HELOC, including the ability to make cash offers, flexible rates, and the opportunity to pay down the principal. The importance of providing excellent customer service and being responsive to guests. The strategy of focusing on what makes a property stand out in a competitive market. The impact of the COVID-19 pandemic on Jim's primary sales job and the role of the short-term rental income. The benefits of sharing the properties with friends and family, while still maintaining profitability. Jim's advice for new and aspiring short-term rental hosts, emphasizing the need to do the right thing and create a memorable experience for guests. . Get in touch with Jim: Facebook - https://www.facebook.com/summitvistanh Instagram - https://www.instagram.com/summitvistanh/ Airbnb - https://www.airbnb.com/rooms/893469325980802315 https://www.airbnb.com/rooms/1039058125690946596 #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Airbnb #Vrbo #HardMoneyLending #BurrMethod #DebtServiceCoverageRatio #AirDNAData #EquityTapping #MarketDifferentiation #GuestExperience #ShortTermRentalManagement #RentalIncomeOptimization Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Can AI Handle Guest Communication Better Than You? In this episode of The Smart Stay Show, we sit down with Jay Ulrich, CEO and co-founder of HostBuddy.ai, to explore how AI is revolutionizing short-term rental management. Jay, a former civil engineer turned short-term rental host, shares his journey from scaling Select Stays to 40 units to developing an AI-powered platform that learns your style, responds like you (yes, even with emojis!

Can hard money lending and short-term rentals be the ultimate power duo? In this episode of The Smart Stay Show, We sit down with David Little, co-founder of Crown Capital Resources, to explore how savvy investors are using short-term rentals as a game-changing exit strategy. We dig into DSCR loans, the Burr method for vacation rentals, and how tools like AirDNA are influencing lending decisions. David shares insider tips on leveraging your property's equity and why guest experience is more critical than ever in competitive markets like Austin. Plus, we discuss the opportunities—and challenges—of hard money lending for short-term rental hosts. Whether you're looking to refinance, scale, or simply understand the numbers, this episode is packed with actionable advice. Things we discussed in this episode: The intersection of hard money lending and short-term rentals How clients are using short-term rentals as an exit strategy for flips or refinancing The emergence of secondary lenders willing to consider AirDNA data for underwriting The application of the Burr method to vacation properties Understanding debt service coverage ratio (DSCR) loans and how they differ from traditional financing The role of AirDNA data in the underwriting process and its limitations The niche lending product offered by Crown Capital Resources, allowing investors to tap into equity quickly The importance of differentiation and guest experience in competitive short-term rental markets David Little's investment in the short-term rental management company Cribs and the insights he's gained Strategies for optimizing rental income, such as marketing tactics and understanding operating expenses Get in touch with David: Email - david@crowncapitalresources.com Website - https://crowncapitalresources.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #HardMoneyLending #BRRRRMethod #DebtServiceCoverageRatio #AirDNAData #EquityTapping #MarketDifferentiation #GuestExperience #ShortTermRentalManagement #RentalIncomeOptimization Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

How did one property cover an entire mortgage—and spark a 30-property empire? In this episode of the Smart Stay Show, We sit down with Islam Elgarhi, a short-term rental investor and entrepreneur, to uncover how he turned a chance discovery into a thriving business. From scaling his portfolio with smart systems to creating an AI tool that helps hosts tackle unfair reviews, Islam shares his secrets for success. Plus, we explore how his martial arts background has shaped his mindset for resilience and growth in the fast-paced world of Airbnb hosting. If you're ready to learn how innovation and discipline can transform your short-term rental game, this episode is packed with inspiration and actionable insights! Things we discussed in this episode: Islam Elgarhi's accidental entry into the short-term rental market by renting out his upstairs unit on Airbnb. The rapid growth of Islam's portfolio from 1 property to over 30 properties, through a partnership with his brother and a friend. The importance of developing robust systems and processes to efficiently manage a growing short-term rental business. Islam's use of outsourcing to a team in Pakistan and later virtual assistants in the Philippines to handle guest communication and operational tasks. The challenges of dealing with negative Airbnb reviews and Islam's development of an AI-powered tool to help analyze reviews and provide guidance on removal. The strategy of encouraging detailed negative reviews from guests in order to build a stronger case for review removal. The benefits of promptly handling damage claims to avoid retaliatory reviews from guests. Islam's background in martial arts, including grappling and MMA, and how it has influenced his entrepreneurial mindset and success. The correlation between Islam's achievements in martial arts and his entrepreneurial success, and the importance of balancing these two passions. The potential for AI to streamline the review removal process and reduce the need for human intervention, while also highlighting the importance of human interaction in prompting and refining AI tools. Get in touch with Islam: Linkedin - https://www.linkedin.com/in/islam-elgarhi/ Instagram - https://www.instagram.com/islamelgarhi/ Website - https://modernstayconsulting.com/ Website - https://www.reviewlawyer.ai/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Airbnb #Entrepreneurship #SystemsDevelopment #VirtualAssistants #ArtificialIntelligence #ReviewManagement #MartialArts #FocusAndDiscipline #InnovationInRealEstate Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wonder why some hosts seem to always get glowing reviews while others struggle? In this episode of the Smart Stay Show, I'm joined by my business partners Alex Steeg and Kory Himmer to dive into the game-changing power of proactive communication in short-term rental hosting. We break down how setting clear expectations upfront can prevent negative reviews and enhance guest satisfaction. From booking confirmations to review requests, we share a 5-step strategy to keep your guests informed and your business running smoothly. Plus, we discuss the latest tech tools to streamline communication and make your life easier. If you're ready to take your hosting to the next level, this episode is a must-listen! Things we discussed in this episode: The importance of setting clear guest expectations to avoid conflicts and negative reviews. Cory's 5-part proactive communication strategy, including booking confirmations, pre-check-in instructions, post-check-in check-ins, pre-checkout instructions, and review requests. The challenges of guests not reading provided materials and the need for patience and understanding. The value of having physical copies of property instructions in addition to digital guides. The use of automated messaging systems and AI-powered responses to streamline communication. The significance of a host's response rate in indicating their overall communication abilities. The benefits of having friends or family test the property to identify potential quirks and questions. The importance of being proactive in setting expectations and having detailed instructions. The need for hosts to stay updated on new technologies and trends in guest communication. The overall emphasis on providing an exceptional guest experience through effective communication. Get in touch with Kory: Facebook - https://www.facebook.com/kory.himmer Instagram - https://www.instagram.com/603bnb/ Website - https://603bnb.com/ / https://www.smartstaycoaching.com/ Get in touch with Alex: Facebook - https://www.facebook.com/alex.steeg86 Instagram - https://www.instagram.com/alexsteeg/ Website - https://www.shorewaymgmt.com/ / https://www.smartstaycoaching.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #GuestCommunication #ProactiveHosting #AirbnbHosting #VRBOHosting #GuestExperience #AutomatedMessages #AIResponses #HostingTips #STRSuccess Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wondered how hostels are redefining the travel experience? In this episode, I sit down with Nate St Cyr, the visionary co-founder of Malama Capital and Howzit Hostels, to uncover how he's revolutionizing the traditional hostel concept. From daily pancake breakfasts and Margarita nights to crafting a vibrant, community-driven atmosphere, Nate shares his journey of turning a simple idea into a thriving hospitality brand. We dive into how Generation Z's desire for connection inspired his approach, the power of social media and influencer partnerships, and his innovative strategies for building an empowered team. If you're curious about the future of travel, hospitality, or entrepreneurship, this is an episode you won't want to miss! Tune in now to hear Nate's incredible story and get inspired to think differently about what it means to create unforgettable travel experiences. Let's go! Things we discussed in this episode: The evolution of the global hostel industry and the recognition of it as a significant investment opportunity. Nate St Cyr's background and his partnership with a business partner experienced in short-term rentals. The misconceptions about hostels and how How's It Hostels offers a unique, community-driven experience. The amenities and programming at How's It Hostels, including daily activities, shared spaces, and community-building events. The importance of understanding the target audience, particularly Generation Z, and their preferences for shared experiences and human connection. The strategic use of social media and influencer collaborations to market the hostels and reach their ideal guests. The high-touch approach to guest experience, including pre-arrival welcome calls and 24/7 reception. The company's focus on creating a positive work culture and retaining employees through generous vacation policies and empowerment. The plans for expansion and the need to understand the local market and hospitality needs when scaling the business. The importance of aligning the business model and hospitality offerings with the target audience's needs and preferences. Get in touch with Nate: Facebook - https://www.facebook.com/howzithostels Instagram - https://www.instagram.com/howzithostels/ Website - https://www.howzithostels.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Hostels #HospitalityIndustry #CommunityExperience #GenerationZ #SocialMediaMarketing #GuestExperience #EmployeeRetention #HospitalityEntrepreneurship #TravelTrends #HowsItHostels Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever Dealt With a Flooded Rental Property? This Could Save You Thousands. As short-term rental owners, Rory and I have seen it all - from the good, the bad, to the downright disastrous. One fateful night, we got that dreaded 2am call about a flooded property, and let me tell you, it was a nightmare.  But what happened next is the real story. In this episode, we sit down with Darren Pettyjohn, the co-founder of Proper Insurance, to unpack why short-term rental insurance is so crucial - and how their specialized coverage saved our bacon when disaster struck. Darren pulls back the curtain on the unique challenges facing vacation rental owners, the sneaky tricks some insurance companies use, and the innovative solutions Proper has pioneered. If you own a short-term rental property, or are thinking about getting into the game, you won't want to miss this.  It could be the difference between a minor headache and a total nightmare. Click play and find out how Proper Insurance can give you the peace of mind to focus on being a 5-star host. Things we discussed in this episode: Flood Nightmare and Insurance Savior - Jason and Rory's experience with a flooded short-term rental property and how Proper Insurance stepped in to help. Specialized Insurance Policies - The need for niche insurance products tailored to specific industries like short-term rentals. Proper Insurance's Unique Features - Endorsements like bed bug coverage, squatters insurance, and no limit on guest-caused damage. In-House Claims Administration - Proper Insurance's ability to control the claims process from start to finish, leading to better customer service. Differences Between Short-Term Rental and Standard Homeowner's Policies - The multi-use nature of short-term rentals and the need for a combined homeowner's, landlord, and commercial policy. Positive Claims Experience - Jason and Rory's praise for Proper Insurance's transparent communication and their ability to make the claims process smooth. Risks of Misrepresentation - The potential consequences of homeowners misrepresenting the use of their properties to insurance companies. Worcester Insurance - Proper's sister company providing business policies for professional property managers. Wave O - Proper's guest damage protection solution, offering an alternative to traditional security deposits. Importance of Employee Engagement - Darren's insights on the challenges of managing a growing business and the value of maintaining personal connections with employees. Get in touch with DARREN: Facebook - https://www.facebook.com/propervacationrentalinsurance Instagram - https://www.instagram.com/properinsurance/ Website - https://www.proper.insure/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #ShortTermRentalInsurance #PropertyProtection #ClaimsManagement #VacationRentalOwners #RiskManagement #PropertyManagerInsurance #GuestDamageProtection #EntrepreneurialInsights #InsuranceInnovation #PeaceOfMind Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

What happens when a passion for design meets the wild beauty of Joshua Tree?  In this episode, Rory Gill and I sit down with Dre Shapiro, a designer whose journey into short-term rentals is as inspiring as it is unexpected. Dre fell in love with a vacation rental in Joshua Tree, turned it into her own, and transformed it into a guest favorite through her incredible design sensibilities. We discuss her unique approach to creating unforgettable guest experiences, from curated book collections and vintage record players to custom murals and luxurious amenities. Dre's story showcases how personal touches can set your rental apart. Operating in the desert isn't without its challenges. Dre opens up about staffing hurdles, maintenance struggles, and how showing appreciation to her team has been a game-changer. Plus, she shares practical tips for new hosts on blending thoughtful design with minimalist comfort, helping guests feel at home while standing out in the market. This episode is packed with insights, laughs, and lessons for anyone in—or considering joining—the short-term rental space. Whether you're a host, a guest, or simply love design, you won't want to miss it!

Ready to learn from one of the top short-term rental experts in the game? In this episode of the Smart Stay Show, we're joined by Garrett Brown, the resident expert at Bigger Pockets, who shares his journey from hospitality to real estate success. Garrett reveals how his background in hotels and restaurants shaped his approach to managing multiple short-term rentals. He also talks about the importance of staying positive, adapting quickly, and creating consistent content—even when it doesn't yield instant results. Looking for tips on managing properties or discovering the next big short-term rental trend? Garrett has it covered. From finding rising hot spots to offering unique guest experiences, this episode is packed with valuable insights for anyone in the STR world. Things we discussed in this episode: Garrett Brown's background in hospitality and hotel/restaurant management Garrett's journey of discovering Bigger Pockets and how it sparked his real estate investing Garrett's role as the resident short-term rental expert at Bigger Pockets The launch of Garrett's Bigger Stays newsletter The importance of not dwelling on small issues and accepting that not everyone will be pleased Garrett's experience attending Bigger Pockets Con and the unexpected hurricane The value of building credibility through consistent content creation Garrett's strategies for managing short-term rentals, including well-trained teams and processes Garrett's approach to attracting co-hosting opportunities through his content Garrett's prediction of the rise of "rising hot spots" as the next big short-term rental trend Get in touch with Garrett: Tiktok- https://www.tiktok.com/@garrettbrownre Instagram - https://www.instagram.com/garrettbrownre/# Website - https://www.biggerpockets.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbHosting #HospitalityIndustry #RealEstateInvesting #BiggerPockets #ContentCreation #GuestExperience #SystemsAndProcesses #RisingHotSpots #ShortTermRentalTrends Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wondered how to transform your short-term rental into a family-friendly haven? In the latest episode of the Smart Stay Show, Rory and I sit down with Fran Maier, CEO of Baby Quip, to explore how providing essential baby and toddler gear can elevate the guest experience. Fran shares her journey as a host-turned-innovator and how Baby Quip helps families travel light while ensuring hosts deliver a seamless stay. From reducing guest packing stress to offering promo codes and affiliate opportunities, this episode is packed with insights you won't want to miss. Plus, hear firsthand how Rory and I tackled the chaos of traveling with a little one! Tune in now and discover how small changes can make a BIG impact. Don't miss Fran's exclusive 20% promo code—perfect for your next family-friendly hosting upgrade. Things we discussed in this episode: Packing and transporting baby/toddler gear for family travel Hosts equipping their vacation rentals for families with young children Fran Meyer's experience as an early Airbnb host in San Francisco Fran's journey of starting and growing Baby Quip The benefits of having a local provider deliver and set up gear for guests Hosts earning affiliate fees by recommending Baby Quip to guests Expanding Baby Quip's services to include pet and beach gear The sustainability aspect of renting versus buying new baby equipment Regulatory challenges impacting short-term rental hosts The importance of hosts focusing on what they enjoy about the business Get in touch with Fran: Email - https://www.facebook.com/BabyQuip/ Instagram - https://www.instagram.com/babyquip/ Website - https://www.babyquip.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #VacationRentals #FamilyTravel #BabyGear #ShortTermRentals #GuestExperience #HospitalityInnovation #StartupStory #AirbnbHost #SustainableTravel #PassiveIncome Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

What if you could reduce your reliance on OTAs, save money, and build a loyal guest base—all while maintaining complete control over your short-term rental business? That's exactly what we're exploring in this episode of The SmartStay Show! Rory Gill and I sit down with Abby Grous, the Senior Product Manager of Direct at Hospitable, to unpack the power of direct bookings. From Hospitable's innovative tools to real-world strategies for maximizing revenue, we cover everything you need to know about making direct bookings work for you. Abby gives us an inside look at Hospitable's basic and premium offerings, shares tips for boosting guest loyalty, and highlights the game-changing features on their product roadmap. This is your chance to learn how to optimize your direct booking process, enhance the guest experience, and take full ownership of your rental business. Don't miss the special referral code Abby shares exclusively for our listeners—your next step to hosting success starts here. Things we discussed in this episode: The importance of direct bookings for short-term rental hosts and the benefits of having control over the guest experience. Hospitable's two direct booking product offerings - the basic and premium options - and the differences between them. The integration of Hospitable's direct booking tools, including the direct booking landing pages, widgets, and payment processing. The ability to manage taxes, discounts, and promo codes through Hospitable's direct booking platform. The challenges of integrating guest reviews on direct booking websites and Hospitable's plans to address this. Strategies for increasing direct bookings, such as capturing guest email addresses, utilizing social media, and offering trust-building content. Hospitable's focus on improving the booking flow, including features like express checkout for returning guests and skipping guest verification. Hospitable's partnership with Auto Host for guest vetting and the importance of this process for providing damage protection. Hospitable's plans to expand into the midterm rental market, including offering monthly payment options and alternative payment methods. Hospitable's commitment to building in partnership with their customers and the role of customer feedback in shaping the product roadmap. Get in touch with Abby: Facebook - https://www.facebook.com/hospitable/ Instagram - https://www.instagram.com/hospitable_com/ Website - https://hospitable.com/contact-us/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #DirectBookings #PropertyManagement #GuestExperience #PaymentProcessing #ReviewManagement #GuestVetting #DamageProtection #HospitableDirectBooking #STRHostTips Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ready to take your short-term rental business to the next level? In this episode of the Smart Stay Podcast, Rory Gill and I chat with Punith Upadhya, the mastermind CEO of Moon Gaze Stays, who's figured out how to run a world-class short-term rental operation from hundreds of miles away! Puneet pulls back the curtain on his game-changing strategies, including how he's built seamless systems, empowered his local team, and mastered the art of delivering unforgettable guest experiences. Plus, he reveals how the "Limitless" program transformed his mindset, helping him tackle challenges and seize unexpected opportunities with confidence. We also get into his personal tips for staying motivated, creating SOPs that keep operations smooth, and adding those wow-factor touches that guests rave about. If you're serious about scaling your short-term rental business and learning from a true pro, this is the episode you can't miss. Hit play and get inspired! Things we discussed in this episode: Managing short-term rentals remotely and delivering a world-class guest experience The role of gratitude, strategy, and luck in the short-term rental industry Puneet's "Limitless Mindset" and how it has shaped his approach to business The importance of creating SOPs and systems to ensure consistent service Puneet's use of personalized touches, like welcome gifts and customized guidebooks, to enhance the guest experience The strategy behind Puneet's direct booking efforts and capturing guest information The value of having a business partner with complementary skills and expertise The challenges and benefits of delegating tasks and focusing on high-value activities Puneet's strategies for staying motivated during tough times, including changing environments and reconnecting with goals Puneet's background in engineering and how it has influenced his approach to short-term rental management Get in touch with Punith: Facebook - https://www.facebook.com/punith.upadhya Instagram - https://www.instagram.com/punith3upadhya/ Website - https://www.moongazestays.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #RemoteManagement #GuestExperience #LimitlessMindset #SystemsAndProcesses #PersonalizedTouches #DirectBookings #BusinessPartnerships #Motivation #EngineeringApproach Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode of the Smart Stay Show, I sit down with Christina Melander, the founder of Naughty Pine Design and a talented short-term rental host, to discuss how she creates memorable guest experiences with a blend of budget-conscious, authentic design. Christina shares her insights on crafting distinctive, fantasy-driven vibes that stand out on listings and leave a lasting impression. We dive into how to balance sturdy, long-lasting furniture with unique, locally-sourced pieces, and how meaningful items like family heirlooms and artwork can elevate the guest experience. Christina also shares practical advice for new hosts, including sourcing high-quality furnishings through resale channels, gathering guest feedback, and avoiding generic décor. If you're a short-term rental host looking to elevate your space and make a real impact on your guests, this episode is full of valuable takeaways. Tune in for inspiration on creating a home away from home that your guests will never forget! Things we discussed in this episode: Christina's superpower is her ability to create authentic, lived-in spaces through her eclectic, budget-conscious design approach. Incorporating local, vintage, and one-of-a-kind items to create a distinctive guest experience. Displaying meaningful items and furnishings, while trusting guests to respect the care and thought put into the rental. Balancing automated messages with personalized touchpoints to maintain a high level of guest satisfaction. The benefits of sourcing furnishings through resale channels to reduce packaging waste and support the circular economy. Investing in high-quality, long-lasting items that can withstand the wear and tear of short-term rentals. Gathering input from early guests to continuously improve the rental experience. Avoiding cast-off furniture and generic art - Advice for new hosts to create a cohesive, welcoming environment. The importance of providing coasters to prevent water damage in humid environments. Christina's design firm specializes in creating unique, budget-conscious spaces for short-term rentals. Get in touch with Christina: Email - cm@knottypine.design Instagram - https://www.instagram.com/knottypine.design/ Website - https://www.knottypine.design/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbHosting #UniqueDesign #BudgetFriendlyDecor #SustainableHospitality #GuestExperience #VintageFinds #LocalTouchpoints #HostCommunication #InteriorDesignTips Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode of The Smart Stay Show, we're diving into the critical role of signage in short-term rentals. From the must-have Wi-Fi sign to rules about smoking, plumbing, and pets, this episode is packed with practical advice to help you create a seamless guest experience. We'll discuss how to balance necessary information with tasteful design, avoid the pitfalls of overwhelming guests, and even incorporate humor and creativity to make your signs stand out. Tune in for actionable tips to protect your property, keep guests informed, and enhance their stay! Things discussed in this episode: Importance of signage in short-term rentals to reduce guest questions and enhance the guest experience. Wi-Fi information signs, including network name and password or login instructions. Smoking rules signs, indicating whether smoking is allowed indoors, on the premises, or not at all. Signs reminding guests not to flush anything except toilet paper, to prevent plumbing issues. Signs for pet-friendly properties, requesting guests keep pets off beds and furniture. Thermostat instruction signs to prevent guest confusion and HVAC system damage. QR codes linking to an interactive guest guide for easy access to property information. Incorporating humor and artistic flair into sign design to make them more appealing to guests. Signs for outdoor amenities like hot tubs, fire pits, and fireplaces to ensure proper usage. Signs for specialized features like butcher block countertops, providing care instructions. Get in touch with Jason: Facebook - https://www.facebook.com/jasonmuth Linkedin - https://www.linkedin.com/in/jasonmuth/ Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbHostTips #ShortTermRentalSignage #GuestExperienceEnhancement #PlumbingProtection #PetFriendlyRules #ThermostatInstructions #QRCodeGuides #CreativeSignDesign #IdiotProofingYourRental #ShortTermRentalHacks Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode, we're joined by the brilliant Justin Miller, co-founder of Showplace and a true trailblazer in hospitality design. Justin brings a wealth of experience to the table, having co-founded Pillow, a groundbreaking property management tech platform, and now leading Showplace, where he helps rental owners and investors create spaces that leave a lasting impression. Justin's journey is as inspiring as it is insightful. From navigating the challenges of launching tech-driven solutions for property management to becoming a go-to expert for design-driven short-term rental setups, he's seen firsthand how the right approach can elevate a property from ordinary to extraordinary. Whether you're new to hosting or a seasoned STR owner looking for fresh ideas, Justin's advice is packed with actionable insights you can start using today. Tune in now and discover how the power of design can help you create a short-term rental that guests will never forget! Things we discussed in this episode: The importance of setting up a short-term rental property for success before the first guest arrives The concept of the "amenities arms race" and the need for high standards in short-term rentals The significance of the first 5 photos in a short-term rental listing and how they can impact bookings The differences between designing a primary residence versus a short-term rental property The value of incorporating local flavor and branding into short-term rental design Showplace's comprehensive design process, including mood boards and product lists Tips for DIY hosts, such as using group purchasing organizations and local storage units The importance of understanding both the real estate and hospitality aspects of short-term rentals Practical setup tips, like using roll-off dumpsters and white-glove delivery services Justin Miller's plans to launch a new podcast called "Showplace" in Q4 2024 Get in touch with Justin: Facebook - https://www.facebook.com/showplacehq Instagram - https://www.instagram.com/showplace_hq/ Website - https://www.showplacehq.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #ShortTermRentalDesign #AirbnbInteriorDesign #VacationRentalOptimization #GuestExperienceDesign #HospitalityInvestments #InstagrammableSpaces #AmenitiesArmsRace #RealEstateHospitalityConvergence #MemorableTravelExperiences #DesignForProfitability Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode, We dive into the crucial role of location in short-term rental success. From being close to key attractions like beaches and national parks to considering the charm of quieter residential neighborhoods, I'll walk you through the factors that can make or break your rental's performance. I also share my experiences hosting in Provincetown, Massachusetts, and offer practical tips for enhancing the value of your property—whether it's upgrading amenities, marketing hidden gems in your area, or catering to your guests' specific needs. Tune in to learn how to unlock the full potential of your short-term rental through the power of location! Things discussed in this episode: The importance of location in short-term rentals and how it can impact rental performance. How location affects the value and rental rates of properties, particularly lakefront and beachfront properties. The benefits and potential drawbacks of being in prime locations, such as near beaches or lakes. Considerations for choosing the right location when purchasing a new short-term rental property. The impact of neighborhood and community culture on the success of short-term rentals. Strategies for promoting lesser-known local attractions and unique features of an area. The importance of upgrading the property's own amenities and experiences to enhance the guest experience. The use of great photography and accurate marketing to highlight a property's location and proximity to attractions. Understanding the target market and catering to their specific needs and preferences. Leveraging a property's proximity to popular destinations by positioning it as a "base camp" for day trips and activities. Get in touch with Jason: Facebook - https://www.facebook.com/jasonmuth Linkedin - https://www.linkedin.com/in/jasonmuth/ Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbHostTips #AirbnbSuperhost #ShortTermRentalSuccess #ShortTermRentals #LocationMatters #AirbnbHosting #PropertyInvesting #VacationRentals #CommunityDynamics #GuestExperience #MarketingTips #TargetMarket #DestinationTravel Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode, I'm joined by Jarrett Chouinard, the founder of Stellar Retreats, who shares his inspiring journey into the short-term rental world. Starting with just one arbitrage unit in Connecticut, Jared has grown his business into a thriving operation spanning multiple properties in New York, Rhode Island, and beyond. We'll dive into his experiences with the challenges of the arbitrage model, how he navigates working with landlords, and the lessons he's learned about guest demographics and client relationships. Jared also shares his approach to technology, systems, and building a team that supports growth. And as if that's not enough, we'll also talk about Jared's ambitious plans for the future and his entrepreneurial ideas that go beyond short-term rentals. This is a must-listen for anyone looking to learn, grow, and succeed in the short-term rental industry. Let's get started!  Things we discussed in this episode: Jared's transition from media and advertising into short-term rentals and real estate. The challenges and risks of the Airbnb arbitrage model, including dealing with landlords. The differences in guest demographics and communication styles across Jared's properties in different locations. Jared's approach to saying no to potential clients who don't fit his standards and the importance of working with the right partners. The technology and systems Jared uses, including smart locks, cameras, property management software, and supply delivery. Jared's plans to expand Stellar Retreats to 15 clients by the end of the year and his interest in other entrepreneurial ventures. The value of building a reliable ground team and the challenges of managing properties remotely. The benefits of hosting a short-term rental meetup in New York City to build a local network and community. The lessons Jared wishes he had known when starting, including the importance of not being intimidated by challenges. The role of trial and error, making mistakes, and learning in growing a successful short-term rental business. Get in touch with Jarrett: Facebook - https://www.facebook.com/jarrett.chouinard Instagram - https://www.instagram.com/jarrettchouinard/ Website - https://www.stellaretreats.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbArbitrage #PropertyManagement #EntrepreneurialMindset #HospitalityTechnology #RemoteTeamBuilding #CommunityBuilding #GuestExperience #ScalingSTRBusiness #HospitalityInsights Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode, we're thrilled to sit down with Brent Hieggelke, the visionary founder of Trustr, a groundbreaking platform redefining the short-term rental experience.  Brent brings decades of experience in the vacation rental world, and together, we dive into how Trustr taps into the power of social networks to create trusted, more personal guest-host connections. Say goodbye to renting to total strangers and hello to curated "guest lists" of friends, family, and acquaintances! We explore how this innovative model leverages word-of-mouth recommendations, integrates with property management tools, and even uses an affiliate-style approach to enhance platforms like Airbnb and VRBO.  Whether you're a property owner hesitant to list or a guest seeking more authentic stays, this episode is packed with insights into the future of short-term rentals. Tune in now to hear how Truster is bridging the gap and opening new doors!  Things we discussed in this episode: Truster's mission to enable more trusted short-term rental experiences by leveraging people's existing social networks. The hesitation some property owners have about renting to complete strangers, and Truster's solution of curated "guest lists." The power of word-of-mouth and personal recommendations over generic online reviews. Truster's plans to integrate with property management software and leverage an affiliate-style model. The challenges of convincing some owners to list their properties, especially if they view them as personal retreats. Brent's personal experiences navigating the vacation rental industry as a property owner. The evolution of the short-term rental market and the potential for platforms like Truster to unlock new opportunities. The concept of "serendipitous" property recommendations through social media and community groups. Truster's approach to offering different levels of privacy for property listings, from completely private to public. The idea of Truster serving as a "pipeline builder" for larger vacation rental platforms like Airbnb and VRBO. Get in touch with Brent: Facebook - https://www.facebook.com/brenth Instagram - https://www.instagram.com/bhieggelke/ Website - https://trustr.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #TrustedConnections #SocialNetworkRentals #PersonalizedHospitality #VacationRentalInnovation #PropertyOwnerEmpowerment #WordOfMouthMarketing #RentalMarketDisruption #TrustedRecommendations #CuratedGuestExperience Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode, we explore the intersection of travel, content creation, and short-term rental marketing with special guest Jordan Kahana, founder of Stay AMO. As the lines between work and vacation blur, today's creators are reimagining how destinations are experienced and showcased. Jordan explains how Stay AMO connects properties with creators, making it easier for hosts to collaborate with storytellers and bring their spaces to life. Host Jason Muth, a 29-time Airbnb Superhost, has firsthand experience listing his property on Stay AMO, with results that speak for themselves. Joined by real estate broker Rory Gill, they discuss the shift from traditional real estate photography to lifestyle-driven visuals that capture what it's really like to stay at a property. From staging seasonal scenes to negotiating with creators, Jordan shares top strategies for short-term rental owners. Whether you're a host wanting to enhance your marketing or a content creator looking for new opportunities, this episode is packed with insights. Don't miss it! Things we discussed in this episode: The blurred lines between work and travel for content creators How content creators are changing the way unique destinations are marketed The difference between "influencers" and "content creators" The founding story and purpose behind the Stay AMO platform The types of properties that benefit most from content creator partnerships The evolution of real estate photography vs. lifestyle photography for short-term rentals Best practices for property owners when working with content creators Negotiating the scope of deliverables and duration of stays with creators The long-term value of building a content library for property owners The incentives and benefits for content creators to collaborate on the Stay AMO platform Get in touch with Jordan: Website - https://stayamo.com/ Instagram - https://www.instagram.com/jordankahana Youtube - https://www.youtube.com/@JordanKahana/videos #SmartStayShow #realestate #realestateinvesting #realestateinvestor #RealEstateEntrepreneur #remotework #digitalnomad #travelinfluencer #stayation #vacationrental #airbnb #shorttermrental #visualstorytelling #dronephotography #influencermarketing Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Ever wondered what it's like to live in a house full of entrepreneurs all driven to succeed? Meet JESSE RAY, the mind behind the "Growth House" concept, where like-minded professionals live, learn, and grow together under one roof. In this episode, JESSE shares his journey from corporate America to real estate investing and the game-changing decision that sparked his success: building a community that fuels ambition. From shared masterclasses to daily accountability, the Growth House isn't just a place to live; it's a place to thrive. JESSE explains how residents like Derek went from managing a few properties to scaling up to 60+ rentals, all thanks to the connections and support within the house. Join us as we dive into the power of intentional living, the importance of community, and how surrounding yourself with the right people can ignite your path to success. Whether you're an entrepreneur or just curious about real estate innovation, this episode has something for you. Don't miss it! Things we discussed in this episode: The origin and concept behind the Growth House model JESSE's transition from corporate America to real estate investing and entrepreneurship The importance of surrounding yourself with like-minded, growth-oriented individuals The Harvard study on the impact of the 5 people you surround yourself with JESSE's experience of moving out of his hometown in his 20s to pursue entrepreneurial opportunities The challenge of adult loneliness and the need for in-person connections JESSE's vetting process for selecting Growth House residents The evolution of the Growth House model, including the potential for a cohort-based program Monetization strategies for the Growth House, such as rent, sponsorships, and a potential investment fund The power of proximity and its impact on mindset, belief, and success Get in touch with Jesse: Facebook - https://www.facebook.com/profile.php?id=100010717680041 Instagram - https://www.instagram.com/_thegrowthhouse/ Podcast - https://podcasts.apple.com/us/podcast/journey-from-%240-to-%2410-million-business-solo-jesse-ray-37/id1713820406?i=1000648515810 #realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #Entrepreneurship #CoLiving #BusinessCommunity #PassiveIncome #StartupGrowth #MindsetShift #CorporateExit #Resilience #EntrepreneurialJourney ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Have you ever wondered if the skills you've developed in your day job could translate into a thriving business? Meet Mike Stone—a former corporate attorney who transformed his career, channeling his expertise into building a successful short- and medium-term rental empire. Mike's journey began with an ambitious leap from the legal world into vacation rentals, and his success speaks to the power of leveraging industry insights in new ways. In this episode, Mike opens up about his pivot from attorney to rental entrepreneur, sharing how he secures high-yield, mid-term bookings by targeting insurance companies rather than traditional vacation renters. He provides insider tips on navigating the rental space, detailing his experience with Airbnb arbitrage—a venture that proved costly but ultimately led him to a co-hosting model he's convinced is far more sustainable and profitable. Tune in as Mike reveals essential strategies for building credibility, tapping into your network, and finding unique opportunities in the rental industry, including landing a $12,000/month contract for a 12,000-square-foot property. Whether you're curious about the transition into real estate or looking to expand your rental business, Mike's story offers invaluable lessons and inspiration! Things we discussed in this episode: Mike Stone's transition from corporate attorney to short-term rental entrepreneur His experience with Airbnb arbitrage, including a costly failed deal The benefits of co-hosting over arbitrage, including equity, appreciation, and tax advantages Pro tips for mitigating risk in arbitrage deals The importance of leveraging group reputation to secure initial co-hosting opportunities Mike's recent success in securing a $12,000/month contract for a 12,000 sq ft home The process of building relationships with insurance companies for medium-term rentals The negotiation dynamics when working with insurance companies vs. individual renters Strategies for targeting medium-term rentals during short-term rental slow seasons The value of asking for higher prices and not accepting lower offers from individual renters Get in touch with Mike: Website -https://www.strignite.com / https://allstr.com Linkedin - https://www.linkedin.com/in/mike-stone-5a303b31/ Facebook - https://www.facebook.com/mstone219/about #SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #socialmedia #realestatemarketing #ShortTermRentals #MediumTermRentals #Airbnb #RealEstateInvesting #PropertyManagement #CareerChange #PersonalDevelopment #InsuranceCompanies #Masterminds #EntrepreneurLife ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today, we're thrilled to welcome Andrew Rodriguez, the co-owner of Stay Booked, a full-service short-term rental management company. Andrew and his wife, Lindsay, have built an impressive portfolio of larger, unique vacation homes in sought-after destinations like the Poconos.  What sets Andrew and his team apart is their unwavering commitment to quality over quantity. From the moment a guest lays eyes on one of their properties to the second they check out, Andrew and his crew strive to deliver an exceptional experience.  With a background in sales and a keen eye for detail, Andrew has developed a unique approach to short-term rental management that has earned him a loyal following. He's here today to share his insights on building a successful STR business, navigating the challenges of managing larger properties, and fostering a strong sense of community within the industry. So, let's dive in and learn from Andrew's wealth of knowledge and experience. Things we discussed in this episode: Andrew Rodriguez's emphasis on "quality over quantity" in his short-term rental business The story of how Andrew and his wife Lindsay got into the short-term rental industry Their use of FHA and second home loans to acquire properties, including a 6-bedroom cabin in the Poconos The importance of professional design and attention to detail in their properties The challenges of managing larger short-term rental properties, including the need for a trusted "runner" Strategies for handling guest feedback, both positive and negative The evolving expectations of short-term rental guests and the value of empathy The role of community and networking within the short-term rental industry Andrew's belief that anyone can achieve their short-term rental dreams with dedication The meetup group Andrew and a fellow mastermind member started in New York City Get in touch with Andrew: Facebook - https://www.facebook.com/profile.php?id=61552248421123 Linkedin - https://www.instagram.com/yourstaybooked/ Website - https://www.stay-booked.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #VacationRentals #GuestExperience #PropertyManagement #EntrepreneurLife #CommunityBuilding #HospitalityIndustry #SuccessStories Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In today's episode, I'm excited to introduce you to a truly inspiring figure in the vacation rental industry, Rose Tipka. Rose isn't just a successful short-term rental host; she's a homeschooling mom of six who's managed to build a multi-million-dollar portfolio while maintaining an admirable work-life balance. Her journey into vacation rentals started unexpectedly when her husband purchased their first property just a day before she gave birth to their fifth child! Instead of seeing this as a challenge, Rose embraced the opportunity with incredible determination. With 80% of her bookings coming directly through her website and 60% of her guests being repeat customers, Rose's approach to hospitality is clearly working. In this conversation, we'll explore how she's built her brand, diversified her booking sources, and balanced entrepreneurship with motherhood. Whether you're a seasoned host or new to the game, Rose's insights offer a fresh, inspiring perspective on thriving in the vacation rental world. Let's dive in! Things we discussed in this episode: Rose Tipka's background as a homeschooling mom of six and how that has shaped her entrepreneurial drive. The unexpected start of her vacation rental business when her husband purchased their first property without her initial knowledge. The importance of maintaining a work-life balance and being present for her family while growing a successful business. Rose's strategic decision to focus on high-end vacation rentals with average daily rates between $600-$1000. The power of branding and how Rose has built a cohesive brand experience across her properties, marketing, and customer interactions. Rose's use of "magic phrases" to reinforce her brand values, such as friendliness and hospitality. The personalized customer service tactics Rose employs, including video greetings, handwritten thank-you notes, and branded fridge magnets. The significance of diversifying booking sources beyond third-party platforms like Airbnb and Vrbo to build a sustainable business. The challenges of unpredictability and account suspensions on OTA platforms, and the importance of having a standalone business. The lessons Rose has learned in balancing entrepreneurship and parenthood, and the "ferocity" that comes with being a mom in business. Get in touch with Rose: Website - https://yourfamilysplace.com/ Email - rose@yourfamilysplace.com Facebook - https://www.facebook.com/yourfamilysplace YouTube - https://www.youtube.com/channel/UCP79fgBZ2vzH2dGUuLavY6A Instagram - https://www.instagram.com/yourfamilysplace_/ #SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #RealEstateNegotiation #ShortTermRentals #VacationRentalMarketing #VacationRentalBranding #VacationRentalHospitality #VacationRentalManagement #VacationRentalSEO #VacationRentalInfluencers #WorkLifeBalanceEntrepreneur #RemotePropertyManagement #VacationRentalCustomerService #WomenInBusiness ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Welcome to today's episode, where we're diving deep into the world of scaling a short-term rental business. I'm really excited to introduce our guest, Eric Lewis, the founder and owner of Nashville Stays. Eric's story is one that's sure to inspire anyone in the vacation rental industry. He started with just one property and grew his portfolio by leaps and bounds, eventually making the bold move to acquire an entire rental management company. In this episode, we'll explore how Eric built his business in the highly competitive Nashville market, the challenges he faced while scaling, and the strategies he used to maintain a high standard of service for both guests and homeowners. Whether you're just starting out or looking to grow your own rental business, you won't want to miss Eric's insights and practical advice. Let's jump in!" Things we discussed in this episode: Scaling a short-term rental business beyond a single property Eric Lewis' journey from managing one property to acquiring a multi-property company The strategic benefits of acquiring another short-term rental management company The process of networking and identifying potential acquisition targets Navigating the legal and structural aspects of the acquisition deal Strategies for retaining and building loyalty with the acquired clients/homeowners Eric's transition from a side hustle to a full-time short-term rental entrepreneur The importance of continuous education and peer support in building confidence Challenges of balancing a full-time job with running a growing short-term rental business Eric's plans for solidifying processes, building a strong team, and focusing on future acquisitions Get in touch with Eric: Website - https://nashvillestays.com/ Email - eric@nashvillestays.com Instagram - https://www.instagram.com/nashvillestays/ Linkedin - https://www.linkedin.com/in/eric-lewis-cpa-07638749/ #SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #RealEstateNegotiation #ShortTermRentals #AirbnbHost #PropertyManagement #Entrepreneurship #BusinessAcquisition #Nashville #RealEstateInvesting #SideHustletoBusiness #BusinessGrowth #ScalingOperations ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this engaging episode, we are excited to introduce Bailey Kramer, a 23-year-old real estate entrepreneur who has already carved out an impressive space in the world of short-term rentals and co-hosting. Bailey's real estate journey began in college after reading Rich Dad, Poor Dad, a book that ignited his entrepreneurial spirit. From there, he dove headfirst into various forms of real estate investing, including apartment complexes and fix-and-flips, before finding his true passion and niche in short-term rentals. Leveraging platforms like Airbnb, Bailey quickly built a portfolio that generates passive income and expanded into co-hosting, helping other property owners turn their spaces into successful vacation rentals. Despite his young age, Bailey has navigated the challenges of being an entrepreneur in an industry often dominated by older, more experienced investors. His resilience and sharp focus have helped him overcome hurdles like skepticism and imposter syndrome. In this episode, Bailey shares his invaluable insights, from creative financing strategies to effective co-hosting methods, and the importance of staying focused on your goals. Whether you're an experienced real estate investor or just starting your journey, Bailey's story will inspire and equip you with practical tips to thrive in the short-term rental market. Join us as we explore the highs and lows of his remarkable success—all achieved before his 24th birthday! Things we discussed in this episode: Bailey's journey into real estate, starting with reading "Rich Dad, Poor Dad" in college His initial focus on apartment complexes and the pivot to single-family properties The creative financing strategies he used to acquire his first few investment properties How he got started in the short-term rental business and the transition to co-hosting The challenges he faced as a young entrepreneur, including "imposter syndrome" The mixed reactions he received from older, more traditional real estate investors The importance of finding your niche and super-serving a specific target market The differences in mindset and approach between younger and older real estate investors The lessons he learned from partnership mistakes and the importance of client selection His decision to drop out of college to focus full-time on his co-hosting business Get in touch with Bailey: Youtube - https://www.youtube.com/channel/UC743mBwYcmpRdxMi8juvJ4g Linkedin - https://www.linkedin.com/in/bailey--kramer/ Instagram - https://www.instagram.com/the_bailey_kramer Facebook - https://www.facebook.com/bailey.kramer.986 #smartstayshow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #shorttermrentals #airbnbhosting #cohosting #entrepreneurship #businessgrowth #mediumtermrentals #insurancecontracts #chasingdreams #youngentrepreneurs #biggerpockets ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today, we're diving into a topic that's essential for any serious Airbnb host—achieving and maintaining Superhost status. As a 29-time Superhost, I've learned firsthand what it takes to reach this level, and I'm here to share the insights and strategies that helped me get there. In this episode, we'll explore the Superhost criteria—like star ratings, response rates, and cancellations—and why earning this title is more than just a badge. I'll also discuss how Superhosts earn an average of 29% more revenue, and offer actionable tips on how to boost your listing's performance, enhance guest experiences, and keep that all-important Superhost status. Whether you're aiming to become a Superhost or maintain it, this episode will give you the tools you need to succeed. Let's get started! Things discussed in this episode: The criteria for becoming an Airbnb Superhost, including star rating, response rate, number of completed stays, and cancellation rate. Jason's personal experience as a 29-time Superhost, including the one quarter he narrowly missed the qualification. The financial benefits of Superhost status, with data showing Superhosts earn 29% more revenue annually. The quarterly evaluation process for Superhost status and the rolling 12-month assessment period. Tips for optimizing listings to attract more guests, such as completing all details, crafting an engaging description, and adjusting for seasonality. The importance of providing exceptional guest experiences through communication, cleanliness, and attention to detail. Strategies for building a strong review profile, including the value of having a high volume of positive reviews. Viewing short-term rental properties as a true business and demonstrating to guests that their satisfaction is a priority. Additional Superhost perks, such as the $100 Airbnb coupon and the Superhost badge. Jason's invitation for listeners to share their own Superhost journeys and to reach out for assistance. Get in touch with Jason: Facebook - https://www.facebook.com/jasonmuth Linkedin - https://www.linkedin.com/in/jasonmuth/ Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbHostTips #AirbnbSuperhost #ShortTermRentalSuccess #GuestExperience #ReviewManagement #ListingOptimization #HostingTips #PassiveIncome #PropertyManagement #TravelHacks #AirbnbHosting Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today we're excited to welcome ZEONA MCINTYRE, a real estate expert known for her creative financing strategies and unique approach to building wealth through short-term and medium-term rentals. ZEONA has an infectious energy and a passion for helping others achieve financial freedom, and we're thrilled to have her join us on the podcast today. "My biggest value is freedom," Zeona shares. "I want to be able to move around the world in an easeful way." And that's exactly what she's done, living a life most can only dream of - traveling the world, staying in luxurious homes, and getting paid to pet sit along the way. But Zeona isn't just living the dream, she's also helping others achieve it. As a real estate agent, she's built a thriving referral business, connecting investors across the country with the right agents and creative financing solutions for their needs.  From subject-to-deals to seller financing, Zeona breaks down the complexities of these strategies in a way that makes them accessible, even for beginner investors. And with the current market conditions, her expertise has never been more valuable. Join us as we dive into Zeona's unique approach to real estate, the power of networking, and how she's been able to create the life of freedom she always wanted. This is a conversation you won't want to miss. Things we discussed in this episode: The importance of creative financing solutions in the current high-interest rate environment Zeona McIntyre's expertise in creative financing and her unique approach to getting deals done Zeona's focus on freedom and flexibility, including her use of short-term rentals, medium-term rentals, and pet sitting Zeona's journey as an author and the impact of her book on medium-term rentals Zeona's social media and influencer strategy, including her use of reels to engage her audience Zeona's house hacking and pet sitting strategies that allow her to travel and live for free Zeona's approach to building a real estate referral business and the benefits of referral networks The concept of subject-to deals and the potential risks and benefits associated with them Insurance considerations and strategies when doing subject-to deals Practical examples and the flexibility of subject-to deals for both sellers and buyers Get in touch with ZEONA: Instagram - https://www.instagram.com/zeonamcintyre/ Facebook - https://www.facebook.com/zeona.mcintyre STR/MTR Mastermind - https://www.zeonamcintyre.com/mastermind1 30 Day Stay - https://www.zeonamcintyre.com/book #smartstayshow #humansoverhouses #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #realestateinvesting #authenticity #storytelling #consistency #hardwork #creativefinancing #subjecttodeals #househacking #petstays #travelhacking #realestatedeals #mortgagetransfers #mediumtermrentals #mtrs #biggerpockets ***** Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. ***** SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn ***** This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today, we're excited to welcome Chris Petzy to the show. Chris is a highly successful short-term rental operator, real estate investor, and executive coach. With a background in corporate America, Chris made the leap into real estate, and his journey is nothing short of inspiring. Chris Petzy is a real estate investor, short-term rental operator, and executive coach. He shares his transition from a corporate employee to a full-time real estate entrepreneur, focusing on how he built Seacoast to Summit, scaling it from a few properties to over 70. Chris emphasizes the importance of having a clear "why" and maintaining focus in order to achieve financial independence. Chris discusses how managing his own Airbnb sparked his co-hosting business and highlights the critical role of cleaners as the "eyes and ears" of short-term rentals. He shares his experience rebranding from a rental manager to an executive coach, underscoring the importance of leadership and teamwork in growing his businesses. Chris also credits the Short Term Rental Secrets mastermind for helping him take his career to new heights. Co-host Rory Gill offers additional insights, making this episode a valuable listen for those looking to scale their real estate or short-term rental ventures. Things we discussed in this episode: Chris Petzy's journey from corporate employee to successful short-term rental operator The importance of having a strong "why" and being intentional in building a business Challenges of balancing a full-time job and managing a short-term rental business The growth and scaling of Chris's management company, Seacoast to Summit The impact of leaving a W2 job and the subsequent growth in short-term rental businesses The influence of the Short Term Rental Secrets mastermind on Chris's career Chris's rebranding from a short-term rental manager to an executive coach The value of surrounding oneself with like-minded individuals for growth and development The role of technology and team-building in scaling a short-term rental business Launchpad Consulting and its services for self-managed short-term rental operators Get in touch with Chris: Facebook - https://www.facebook.com/chris.petzy Instagram - https://www.instagram.com/seacoastvacationrentals/ Website - https://www.lp.consulting/ Website - https://www.seacoastvacationrentals.co/ #realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #ShortTermRentals #Entrepreneurship #BusinessGrowth #MindsetShift #LeadershipDevelopment #CoachingAndConsulting #FinancialIndependence #ScalingABusiness #WorkLifeBalance #IndustryInsights Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn SmartStay Coaching Website and on Instagram Straightforward Short-Term Rentals Website Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

I'm excited to dive into a topic that I know all too well - dealing with bad reviews. As a 29-time Airbnb super host who has welcomed over 5,000 guests to our properties, I've had my fair share of negative feedback, and I'm here to share my experiences and the strategies I've used to overcome them. Now, I know getting a bad review can feel like a punch to the gut, but trust me, it's a normal part of the short-term rental game. In this episode, I'm going to walk you through my first-hand experience with a bad review, how I initially reacted, and the lessons I learned along the way. I'll also break down the Airbnb review process, so you understand how it all works, and share some tips on how to respond to those dreaded negative reviews in a professional and effective manner. Whether you're a seasoned host or just starting out, I guarantee you'll pick up some valuable insights that you can apply to your own Airbnb business. So sit back, grab a pen and paper, and get ready to learn from someone who's been there, done that, and come out the other side stronger than ever. Let's dive in!" Things we discussed in this episode: Jason Muth's first experience with a bad Airbnb review due to a forgotten changeover day. The initial reaction to try and get the bad review removed, rather than focusing on learning from the experience. The impact of a single bad review on Jason's super host status. Understanding the Airbnb review process, including the 14-day window for guests and hosts to review each other. The importance of responding to all reviews, both positive and negative, to demonstrate responsiveness. Categorizing guest feedback into immediate action, feedback to address later, and ridiculous feedback. Using guest feedback to enhance the property and communication, such as adding larger mixing bowls. Responding to negative reviews professionally, by apologizing, addressing the issue, and mentioning any improvements. The inevitability of multiple bad reviews, even for well-managed properties, and the importance of not taking them personally. Encouraging hosts to use bad reviews as opportunities for growth and not let them sink their Airbnb business. Get in touch with Jason: Facebook - https://www.facebook.com/jasonmuth Linkedin - https://www.linkedin.com/in/jasonmuth/ Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/ #realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #AirbnbHostTips #BadReviewsManagement #GuestFeedbackImprovement #AirbnbReviewProcess #HostResponseStrategy #ShortTermRentalGrowth #AirbnbSuperHostStatus #GuestExpectationManagement #AirbnbPropertyEnhancement #HostResilience Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the next episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today, we're thrilled to welcome Brooke Coughlin to the show. Brooke is a multi-million dollar real estate investor, short-term rental operator, and cleaning company owner. With an impressive background that includes time as a 7th-grade teacher, Brooke has transitioned into an incredibly successful entrepreneur. In this episode of the Smart Stay show, host Jason Muth interviews Brooke Coughlin, a multi-million dollar real estate investor, short-term rental operator, and cleaning company owner. Brooke shares her journey from a 7th-grade teacher to a real estate entrepreneur, emphasizing how her teaching background helps her guide clients through complex real estate and short-term rental processes. Brooke discusses how managing her own Airbnb led to a co-hosting business and emphasizes the vital role of cleaners in short-term rentals. She shares insights on balancing her real estate sales, cleaning company, and rental operations, crediting her strong team and network, especially as she prepares for motherhood. Brooke also previews her upcoming book, She Closes Deals, which shares strategies for real estate success and promotes knowledge-sharing for abundance. Co-host Rory Gill contributes complementary insights, making the episode a valuable resource for entrepreneurs in real estate and short-term rentals. Things we discussed in this episode: Brooke Coughlin's background as a 7th-grade teacher and her transition to real estate and entrepreneurship. Brooke's superpower of being able to teach and guide her clients through complex real estate and short-term rental journeys. The importance of cleaners in the short-term rental business and how they are the "eyes and ears" of the property. Brooke's story of how managing her own Airbnb property led to an opportunity to co-host and manage another owner's rental. Brooke's strategy of balancing her real estate sales, cleaning company, and short-term rental operations. The value of having a strong team and supportive network to help manage her diverse business ventures. Brooke's upcoming book, "She Closes Deals," and her philosophy of sharing knowledge to help other entrepreneurs succeed. The challenges of being a professional mom and Brooke's plans to balance her work and family responsibilities. The importance of having a clear plan and support system in place to manage professional and personal life. Advice for new moms who want to continue working while raising their children, including the importance of taking time to enjoy the newborn days. Get in touch with Brooke: Facebook - https://www.facebook.com/BrookeCoughlinRealtor Linkedin - https://www.instagram.com/brookeecoughlin/ Website - https://sheclosesdeals.com/ #realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #AirbnbManagement #CleaningBusiness #WorkingMom #MultipleBusinesses #ShortTermRentals #BusinessGrowth #AuthorInterview #EntrepreneurialJourney Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today we're excited to welcome Jonathan Steele, an experienced family law attorney from Chicago. Jonathan brings a unique perspective to our show, as he not only practices family law but has also become an expert in cybersecurity - an area that is increasingly important for his clients. We look forward to tapping into Jonathan's wealth of knowledge on real estate, privacy, and the intersection of technology and the legal field. Delving into the privacy aspect, Jonathan shares how LLCs can provide a degree of anonymity, though he suggests land trusts as an even more effective tool for maintaining confidentiality. The discussion then pivots to Jonathan's foray into cybersecurity, prompted by the increasing prevalence of digital privacy concerns among his family law clients. Jonathan describes how he has integrated AI and automation into his practice, using them to stay up-to-date on case law and automate client communications. However, he cautions against over-reliance on these technologies, emphasizing the importance of using them responsibly and with appropriate safeguards. Things we discussed in this episode: Jim's formative experience working for a self-made billionaire and the lessons he learned about the importance of happiness beyond wealth. The challenges of scaling a real estate investing business with limited capital, and how Jim and his partner overcame these obstacles. The importance of partnerships in real estate investing, with a focus on finding the right combination of capital and hustle. Tips for raising capital from high net worth individuals, including the value of a well-crafted presentation. The role of hard money loans as an "intermediary" step for real estate investors before transitioning to private lending. Jim's mistakes and lessons learned in his early real estate investing, including not becoming landlords and overestimating profit margins. The lease purchase model as a strategy for generating more passive income by shifting maintenance and repair costs to tenants. Jim's perspective on retirement planning, advocating for an "income problem" approach rather than a "nest egg problem." The concept of "impact investing" and using capital to drive positive social change. The hosts' and Jim's shared experiences in hosting real estate-focused podcasts and the value of exploring diverse perspectives in the industry. Get in touch with Jim: Facebook - https://www.facebook.com/passivewealthshow Linkedin - https://www.linkedin.com/in/jimmmanning/ Website - https://passivewealthshow.com/ Youtube - https://www.youtube.com/@passivewealthshow #realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #PassiveIncome #LeasePurchase #CapitalRaising #ImpactInvesting #RetirementPlanning #EntrepreneurialJourney #RealEstatePodcas #PassiveWealth Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

In this episode of the Real Estate Law Podcast, we're thrilled to welcome Keith Blackborg, founder of Financial Journey, for an insightful conversation on achieving financial freedom. Keith has an impressive track record, having become a millionaire by the age of 30, and he's now dedicated to helping business owners and professionals become "work optional" within 3-5 years through strategic wealth-building and tax planning. Keith starts by sharing his personal journey, emphasizing the importance of early financial education and the power of building a supportive community around wealth-building. He addresses the common fears and shame people often feel about their finances and highlights how creating a safe, vulnerable environment for peer-to-peer learning can significantly impact one's financial trajectory. This episode is packed with practical advice and inspiration for anyone looking to build sustainable wealth and gain more freedom in their lives. Keith's holistic, community-driven approach offers a refreshing perspective that goes beyond the typical tactical focus of personal finance discussions. Things we discussed in this episode: Identifying career goals and financial strategies - transitioning from active to passive income streams. Keith Blackborg's personal journey to becoming a millionaire by age 30 and his motivation to help others. The importance of early education around wealth-building and entrepreneurship. Keith's community for self-directed millionaires and the value of vulnerability and peer support. Overcoming the fear and shame around personal finances through open dialogue. Packaging a business for sale and optimizing real estate portfolios for wealth optimization. The concept of "discounted rollovers" to move funds from traditional to Roth IRAs tax-efficiently. Strategic tax loss harvesting and the benefits of self-directed retirement accounts. Current investment opportunities in the stock market, real estate, and commodities like oil and gas. Keith's upcoming "Passive Investor Event" and the value of attending industry conferences. Get in touch with Kieth: Facebook - https://www.facebook.com/keith.blackborg Instagram - https://www.instagram.com/borgka/ Website - https://www.financialjourney.life/ #realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #FinancialFreedom #WealthBuilding #PassiveIncome #TaxOptimization #SelfDirectedInvesting #WorkOptional #EntrepreneurialMindset #CommunityOverCompetition #FinancialJourney Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn

Joining us today is Jim Manning, the host of the Passive Wealth Show and the founder and CEO of Doorway Properties. Jim comes to us from St. Louis, Missouri, and he has an incredible story to share about his journey towards financial freedom through real estate investing. Jim's experience as an intern for a self-made billionaire taught him that material wealth alone doesn't lead to happiness. This realization led him to pursue real estate, aiming for financial success while positively impacting his community. He faced significant challenges, including capital constraints, but overcame them with the help of strategic partners, achieving 3,500 deals across several companies and funds. Jim emphasizes the importance of diversifying real estate strategies, such as lease purchase agreements, which provide passive income by shifting maintenance responsibilities to tenants. He also redefines retirement as an "income problem" and advocates for impact investing to achieve social good. In a discussion Jim shares valuable insights on finding financial freedom through strategies that align with personal goals and values, making his experiences a resource for those navigating real estate investing. Things we discussed in this episode: Jim's formative experience working for a self-made billionaire and the lessons he learned about the importance of happiness beyond wealth. The challenges of scaling a real estate investing business with limited capital, and how Jim and his partner overcame these obstacles. The importance of partnerships in real estate investing, with a focus on finding the right combination of capital and hustle. Tips for raising capital from high net worth individuals, including the value of a well-crafted presentation. The role of hard money loans as an "intermediary" step for real estate investors before transitioning to private lending. Jim's mistakes and lessons learned in his early real estate investing, including not becoming landlords and overestimating profit margins. The lease purchase model as a strategy for generating more passive income by shifting maintenance and repair costs to tenants. Jim's perspective on retirement planning, advocating for an "income problem" approach rather than a "nest egg problem." The concept of "impact investing" and using capital to drive positive social change. The hosts' and Jim's shared experiences in hosting real estate-focused podcasts and the value of exploring diverse perspectives in the industry. Get in touch with Jim: Facebook - https://www.facebook.com/passivewealthshow Linkedin - https://www.linkedin.com/in/jimmmanning/ Website - https://passivewealthshow.com/ Youtube - https://www.youtube.com/@passivewealthshow #realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #PassiveIncome #LeasePurchase #CapitalRaising #ImpactInvesting #RetirementPlanning #EntrepreneurialJourney #RealEstatePodcas #PassiveWealth Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Joining us today is Chip Merlin, a renowned insurance attorney who has been dubbed the "Master of Disaster" and the "Babe Ruth of Hurricane Lawyers" by the media. Chip has an extensive background in helping policyholders navigate the complexities of insurance claims and disputes, particularly in the aftermath of natural disasters across the country. We're excited to have Chip share his expertise and insights with us today. Chip shares his extensive experience helping policyholders navigate the complexities of insurance claims and disputes, particularly in the aftermath of natural disasters. The conversation delves deeper into the tactics some insurers employ to delay or underpay claims, and Chip advises listeners on how to navigate these challenges. He stresses the importance of maintaining detailed records, seeking counsel when legal issues arise, and considering the services of a public adjuster for larger losses. Throughout the interview, Chip shares his personal journey into the legal field, sparked by a traumatic car accident in his youth. He also highlights the importance of empathy and communication in leadership, drawing insights from books like "Multipliers" and "Never Split the Difference." By the end of the episode, listeners are left with a comprehensive understanding of the insurance landscape, the potential pitfalls, and the strategies to overcome them. Chip's expertise and practical advice provide a valuable resource for anyone navigating the complexities of insurance claims, particularly in the face of natural disasters. Things we discussed in this episode: Chip Merlin's background as the "Master of Disaster" and "Babe Ruth of Hurricane Lawyers". Preparing for natural disasters, including evacuation plans and documenting property conditions. The importance of having a knowledgeable insurance agent and proper coverage. Muth and Gill's experience with a significant insurance claim for water damage. Tactics used by insurance companies to delay or underpay claims. The role of public adjusters and attorneys in handling insurance disputes. The intersection of insurance and real estate law, including entity names and lease agreements. Merlin's personal journey into the legal field after a car accident. The importance of empathy and communication in leadership. Resources Merlin recommends, such as the books "Multipliers" and "Never Split the Difference". Get in touch with Chip: Website - https://www.merlinlawgroup.com/ Facebook - https://www.facebook.com/MerlinLawGroup/ Linkedin - https://www.linkedin.com/company/merlin-law-group/ Youtube - https://www.youtube.com/merlinlawgroup #realestatepodcast #realestate #realestateinvestor #RealEstateInvesting #FractionalRealEstate #DisasterPreparedness #InsuranceClaims #NaturalDisasters #InsuranceDisputes #EmergencyResponse #RiskManagement #InsuranceAttorney #PropertyDamage #LeadershipInsights Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Today we're joined by a special guest, Jordan Kahana. As the founder of Stayamo, Jordan has helped countless content creators showcase beautiful destinations through his innovative platform. He's here to share insights on connecting the worlds of travel, influencer marketing, and vacation rentals.  Jordan discusses how Stayamo facilitates experiences that allow creators to showcase beautiful homes and destinations through high-quality photography and video. The conversation also covers best practices for property owners working with influencers, including the use of rental agreements and delivering valuable long-term marketing content.  Listeners will learn practical tips for visual storytelling as well as strategies for remote work. Overall, this discussion illuminates the evolving influencer economy and how partnerships can benefit both creators and property owners in today's experience-driven travel industry. Things we discussed in this episode: - Remote work and the benefits of a nomadic lifestyle. - The platform Stayamo and how it connects creators with vacation rentals. - Using photos and videos to effectively market short-term rental properties.  - The importance of content creation for Airbnb listings. - Bartering arrangements between creators and property owners. - Best practices for property owners working with influencers. - Rental agreements and communication strategies. - Incentives for creators being on the Stayamo platform. - Tips for creating high-quality influencer content. - Drone photography and its impact on visual storytelling. Get in touch with Jordan: Website - https://stayamo.com/ Instagram - https://www.instagram.com/jordankahana Youtube - https://www.youtube.com/@JordanKahana/videos #realestatepodcast #realestate #realestateinvesting #realestateinvestor #RealEstateEntrepreneur #remotework #digitalnomad #travelinfluencer #stayation #vacationrental #airbnb #shorttermrental #visualstorytelling #dronephotography #influencermarketing Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Join us for an eye-opening episode featuring Morgan Q. Anderson, CEO of Golden Lion Tech Solutions! With over 25 years of experience in tax debt resolution, Morgan is here to share her expert insights into how individuals and small business owners can tackle tax debt effectively. In this episode, Morgan reveals the IRS's strategic approach to compliance, explaining how their "mafioso personality" is designed to instill fear and ensure taxpayer cooperation. Discover how the IRS and state tax agencies escalate their collection efforts, from initial notices to aggressive actions like tax liens, and learn why it's crucial to address tax debt head-on. Morgan dives deep into the common reasons why people, especially the self-employed and small business owners, accumulate tax debt. Whether it's missed estimated payments or cash flow issues, she breaks down the scenarios that lead to these challenges and highlights the risks of personal liability for unpaid payroll taxes. With her extensive expertise, Morgan guides us through the tax debt resolution process, offering strategies to minimize penalties and find tailored solutions. Plus, don't miss her insights on the importance of data security and the ethical use of AI in the legal and tax sectors.Get ready for a comprehensive exploration of the tax debt resolution landscape! Tune in to learn how to navigate this complex area of finance and gain the knowledge you need to tackle your own tax challenges. Things we discussed in this episode: The IRS's intentional efforts to create a "mafioso personality" and strike fear into taxpayers to encourage compliance. The gradual escalation of IRS and state tax agency collection efforts, from notices to tax liens and aggressive collection actions. The importance of being proactive in addressing tax debt, rather than ignoring the problem. Common reasons why individuals and small business owners can accumulate significant tax debt, such as missed estimated tax payments and cash flow issues. The personal liability that business owners can face for unpaid payroll taxes. The expertise and knowledge that tax debt resolution professionals like Morgan Anderson can provide to help clients navigate the complex resolution process. The importance of data security and the ethical considerations around the use of AI in the legal and tax professions. The impact of tax liens on property transactions and the challenges of identifying individuals with common names. Morgan Anderson's background and how she accidentally found her career path in tax debt resolution. The hosts' discussion of the 2024 Olympics bid in Boston and their plans to visit Utah, where Morgan is based. Get in touch with Morgan: Facebook - https://www.facebook.com/groups/1892431014507449/user/100065009094636/ Website - https://goldenliontaxsolutions.com/ Email - morgan.q.anderson@goldenliontaxsolutions.com #realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #TaxDebtResolution #IRS #SmallBusinessTaxes #PayrollTaxes #TaxLiens #DataSecurity #TaxExpertise #TaxCompliance #PersonalLiability #RealEstateTaxes Follow Us The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!

Quick Take - (Full Episode - #107 - Link Below to Full Episode) We dive into the world of active and passive investing and learn why real estate is an attractive option for many investors. Join us as we uncover the secrets of Wall Street and Main Street investing with our esteemed guest, Kevin Amolsch, founder and president of Pine Financial Group. In this episode, we explore the world of private money and alternative financing, as Kevin discusses the benefits of using private money in real estate deals and how to build a strong network of investors. Kevin shares his expertise on the differences between owning a property and being a passive investor, as well as the importance of setting the right goals in real estate investing. It's an insightful conversation as we bridge the gap between education and results for real estate investors. Gain valuable knowledge on market observations, personal growth, and real estate law and education that will help you become a seasoned investor. Things we discussed in this episode: - What is the difference between active and passive investing? - What does it mean to "raise private money?" - When is it right to work with a mortgage broker? - Wall Street investors vs. Main Street investors - Legal considerations when working with private money and passive investments - Licensing requirements for raising capital, and Kevin's interactions with the Colorado Department of Regulatory Agencies - How do commercial loans work differently from residential loans? :: Link to Full Episode - https://youtu.be/-JXseGS1KqY Where you can find Kevin: Website - https://pinefinancialgroup.com/ LinkedIn - https://www.linkedin.com/in/kevinamolsch/ YouTube - https://www.youtube.com/channel/UCxarTu7hIVzhQpcLdEEzMhA Instagram - https://www.instagram.com/pinefinancial/ Kevin's free investment resources - https://thepinereport.com/ Join Jason Muth from Straightforward Short-Term Rentals and Attorney / Broker Rory Gill of NextHome Titletown and UrbanVillage Legal in Boston, Massachusetts for another episode of The Real Estate Law Podcast! #realestatepodcast #nexthome #humansoverhouses #realestate #realestatelaw #realestateinvesting #realestateinvestor #cashflow #privatemoney #hardmoney #commercialloans #raisingprivatemoney #passiveinvesting Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast! Following and subscribing to The Real Estate Law Podcast not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. The Real Estate Law Podcast Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative. Hospitality.FM The Real Estate Law Podcast is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!