Podcasts about vacation rentals

Send us a message!Is your short-term rental business growing, or just getting harder to manage?In this episode, we sit down with Patrick Stewart, CEO of Grand Welcome, to explore how franchising offers property managers a scalable and sustainable path to success in today's competitive STR market.Grand Welcome is one of the fastest-growing franchise-based vacation rental management companies in the U.S. The brand provides local operators with the tools, systems, and support they need to grow efficiently while delivering exceptional guest experiences and building strong homeowner relationships.With a background in fashion retail franchising, Patrick shares how those same principles of consistency, structure, and support can transform how short term rental rental businesses operate. At Grand Welcome, his mission is to help local operators grow profitably, simplify their operations, and build a business they enjoy running.Key Topics Discussed:1️⃣ Why franchising is a smart strategy for scaling in the vacation rental industry2️⃣ How Grand Welcome reduces operational load in guest services, pricing, and tech decisions3️⃣ Ways the model supports both new and experienced operators4️⃣ Approaches to navigating regulation, owner demands, and market shifts5️⃣ The role of shared best practices and peer collaboration in franchise success6️⃣ Grand Welcome's current trajectory and upcoming international expansionWhether managing 20 properties or 200, this episode offers a new perspective on what it means to scale. With the right partner, growth becomes more strategic, more profitable, and far less overwhelming.Connect with Patrick & Grand Welcome:LinkedIn: https://www.linkedin.com/in/patrickstewartceo/ Website: https://www.grandwelcomefranchise.com/Exclusive Offer to Alex & Annie Listeners:Go live with Homes & Villas by Marriott Bonvoy by August 4, 2025, and receive Marriott Bonvoy Platinum Status for one year, 36000 bonus points, and a marketing feature on a Homes & Villas marketing channel after you launch:https://partners.homes-and-villas.marriott.com/s/event-property-managers-contact-us?ev=AApod25 Get a free Growth Hack Review and P&L Evaluation when you mention “Alex & Annie” during your discovery call with the Grand Welcome team:https://calendly.com/jessica-singer-grandwelcome/intro#vacationrentals #franchisebusiness   #propertymanagement 

What if your next real estate deal could help you eliminate capital gains taxes—while building a thriving short-term rental business? In this episode, tax strategist Ashley Tison dives into the powerful world of Opportunity Zones and how investors can use them to unlock huge tax advantages. These zones aren't just distressed areas—they include beachfront properties, university towns, and booming urban districts. Ashley explains how to transform a property in an Opportunity Zone, count even furniture and equipment as improvements, and potentially walk away from the investment completely tax-free after 10 years. But there's a deadline: you'll need a capital gain by December 31, 2026, and an active business within the zone. Whether you're eyeing a downtown mixed-use building or a waterfront rental community, this episode shows how to invest with strategy, purpose, and serious long-term upside. Things we discussed in this episode: Opportunity Zones: Created by the 2017 Tax Cuts and Jobs Act Defer and Eliminate Capital Gains by Holding for 10 Years Short-Term Rentals Qualify—Including Furnishings and Equipment Act Fast: Final Investment Deadline is December 31, 2026 University Areas Offer Prime OZ Investment Potential You Must Actively Operate a Business—Not Just Use Personally Mixed-Use Buildings Are Ideal for OZ Strategies Meet the ‘Substantial Improvement' Rule to Qualify Use SBA Loans to Fund Mixed-Use OZ Projects Invest Gains from Stocks, Real Estate, or Other Appreciated Assets Get in touch with Ashley: Facebook - ⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/ozpros Linkedin - ⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/company/ozproscom/ Website - ⁠⁠⁠⁠⁠⁠⁠https://ozpros.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #OpportunityZones #ShortTermRentals #TaxStrategy #WealthBuilding #TaxSavings #PropertyInvestment #AirbnbInvesting #PassiveIncome #InvestmentTips 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!

Send Bidemi a Text Message!In this episode, host Bidemi Ologunde takes a policy-oriented look at reports of hidden cameras, unauthorized key copies leading to break-ins, cyberstalking of guests, and other criminal acts at vacation rental properties, and how major platforms have responded.Support the show

Send us a message!In this week's episode, we're taking you back to Miami Beach for a special look at one of the most talked-about events in the industry this year, the 2025 VRMA Executive Summit.It's been a few weeks since the event, but the insights we gathered still feel just as relevant. Alex & Annie bring you candid interviews with some of the brightest and most respected voices in the vacation rental industry to talk through the wins, the growing pains, and the ideas shaping how we lead and grow in this business.Featuring interviews with:Tom Goodwin – CEO of Mountain Laurel Chalets, on co-chairing the summit, uniting vendors and PMs, and leading with intention.Rachel Alday – Co-founder of Abode Luxury Rentals, reflecting on curating content that builds stronger industry conversations.Sarah Bradford – Industry veteran, educator, and consultant, sharing candid “diary entries” from her 20-year career, and the lessons behind them.Valerie Gangas – Founder & CEO of Juniper Holiday + Homes, on fast growth, partnerships, and the power of mentorship.Patrick Stewart – CEO of Grand Welcome, explaining how franchising can help operators scale smart and reclaim their time.Steve Trover – CEO of Better Talent, discussing frontline hiring challenges, team dynamics, and how to embrace AI without fear.Jeff Iloulian – Founder of HostGPO, highlighting how smart procurement systems are helping operators work more efficiently at scale.Whether you were in the room or just hearing the buzz, this episode captures the vibe, vision, and voices that makes this year's VRMA Executive Summit the best one yet!Go live with Homes & Villas by Marriott Bonvoy by August 4, 2025, and receive Marriott Bonvoy Platinum Status for one year, 36000 bonus points, and a marketing feature on a Homes & Villas marketing channel after you launch:https://partners.homes-and-villas.marriott.com/s/event-property-managers-contact-us?ev=AApod25Get a free Growth Hack Review and P&L Evaluation when you mention “Alex & Annie” during your discovery call with the Grand Welcome team:https://calendly.com/jessica-singer-grandwelcome/intro#vacationrentals #shorttermrentals #VRMAexecutivesummit2025

What does it take to turn a small real estate side hustle into a global corporate housing empire? In this episode, we sit down with Ken and Gary Brown—founders of Furnished Quarters—to explore their incredible journey from NYC real estate investors to international leaders in corporate housing. With roots in their family's furniture business and a knack for strategic growth, the Brown brothers transformed a few furnished apartments in Manhattan into 1,000+ units worldwide. They break down how corporate housing fills a unique niche between hotels and Airbnb—offering professionals fully furnished apartments for 30 days or longer—and explain what truly sets their approach apart when it comes to design, guest experience, and client retention. From navigating post-COVID market shifts to scaling operations across continents, Ken and Gary share hard-earned insights that every entrepreneur in hospitality, real estate, or short-term rentals needs to hear. Whether you're new to the space or ready to scale, this episode is packed with lessons in adaptability, service, and smart growth. Things we discussed in this episode: Fully furnished apartments for 30+ day stays. Founded in the 1980s by brothers Gary and Ken Brown. Rooted in real estate and family furniture expertise. Serves corporate relocations, interns, and families in transition. COVID-19 reshaped demand for space and flexibility. Properties in business hubs and family-friendly neighborhoods. 24/7 high-touch customer service and quick issue resolution. Operates 1,000+ units across multiple countries. Neutral, locally-inspired interior design for broad appeal. Keys to scaling: great people, flexibility, and consistent service. Get in touch with Ken and Gary: Linkedin Ken - ⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/ken-brown-89555035/ Linkedin Gary - ⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/gary-brown-b324512/ Website - ⁠⁠⁠⁠⁠⁠https://www.furnishedquarters.com/meet-the-team #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #HospitalityTrends #BusinessTravel #PropertyManagement #FurnishedQuarters #RealEstateStrategy #TravelAccommodations #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!

In this episode of the Real Estate Pros Podcast, host Mike Stansberry interviews Adam Denney, a seasoned real estate investor. Adam shares his journey from a young shoe salesman to a successful real estate investor, detailing his early experiences, challenges faced during the 2008 crash, and innovative strategies in vacation rentals. He discusses his current focus in the Charleston market, emphasizing creative financing and problem-solving in real estate transactions. Adam also highlights the importance of building a sustainable business model and offers insights into his unique approach to real estate investing.   Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true ‘white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a “mini-mastermind” with Mike and his private clients on an upcoming “Retreat”, either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas “Big H Ranch”? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

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In this episode, we chat with Shawn Moore of Vodessey on picking the right properties, spending on guest experience, and why the top investors love using property managers...Enjoy!⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellVodesseyShawn MooreVacation Rental Revolution PodcastWhat the Hell Is a Lifestyle Asset?: How To Build Lifestyle & Financial Freedom Investing In Vacation Homes

What does it take to grow from managing one small rental to overseeing 40+ short-term properties in just seven years? In this episode, we sit down with Alex Steeg, a short-term rental entrepreneur who's built a thriving business across Boston's North Shore. His journey is nothing short of inspiring—from starting with a modest two-family property to managing a diverse and growing portfolio. Alex shares how his early career in residential advising unexpectedly prepared him for the world of property management. Alongside his wife Rachel, he began with traditional long-term rentals before discovering the game-changing potential of short-term stays—unlocking significantly higher cash flow and more flexibility. Today, Alex manages everything from cozy studios to expansive 22-acre estates, and he's in the middle of renovating a 10-unit inn in Ipswich. He dives into the strategies that helped him scale, the lessons learned along the way, and how intentional planning and adaptability have fueled his success. Whether you're just starting out or looking to grow your own STR business, this episode is packed with real-world insights and inspiration. Things we discussed in this episode: Alex Steeg's career transition from seminary and residential advising to short-term rental management The founding of Shoreway Management by Alex and his wife Rachel, growing to over 40 properties Their strategic approach to real estate investing, starting with a two-family property in 2018 The game-changing impact of short-term rentals on their cash flow and business growth Alex's recent purchase and renovation of the 10-unit Ipswich Inn, managing a complex commercial property renovation The importance of complementary skills in a spouse-run business, with Rachel handling operations and Alex focusing on client relations Their geographical focus on managing properties along Boston's North Shore, including towns like Marblehead, Salem, and Gloucester Being named a top-rated short-term rental management company by AirDNA The challenges and benefits of working together as a married couple in a business Their involvement with Smart Stay coaching and helping other aspiring real estate investors and short-term rental operators Get in touch with Alex: Facebook - ⁠⁠⁠⁠⁠https://www.facebook.com/alex.steeg86/ Instagram - ⁠⁠⁠⁠⁠https://www.instagram.com/alexsteeg/ Website - ⁠⁠⁠⁠⁠https://www.shorewaymgmt.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #EntrepreneurJourney #PropertyInvestment #BostonRealEstate #BusinessCouple #RentalManagement #SmartStayCoaching #RealEstateSuccess 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!

Connect with Stephen here: https://www.instagram.com/stephenpetasky/

In this insightful conversation, I welcome back digital marketing expert Conrad O'Connell, founder of BuildUp Bookings, to talk about the dramatic shifts in how people are finding, booking, and experiencing vacation rentals. It's been nearly a decade since our first conversation, and we've both been on quite the journey -personally and professionally. Conrad shares what's changed (including growing his family and his business) and what's stayed consistent in the ever-evolving digital landscape. We talk about how Google's AI-powered search is impacting SEO, how paid ads are gaining traction again, and what content strategies still work in 2025. If you've ever felt confused about where to put your marketing dollars - or how to write content that still gets found - this episode is packed with clarity. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding for new property management staff, boosting performance and reducing turnover. >> THRIVE Essentials Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/VRS614

In this episode, we chat with North Carolina's very own Caleb Hannon on all things growth, scaling a business, partnerships, AI, local hospitality vs service and a LOT more... Enjoy!⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellCaleb HannonStay Lake Norman

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!

Segment 1: Paul Nolte, Senior Wealth Advisor and Market Strategist, Murphy & Sylvest, joins John to talk about the decent economic data released this week, how tariffs have been impacting the market, what we know about any trade deals, the likelihood of seeing a recession, how he’s seeing economic growth, what he’s telling his clients right […]

Ald. Bennett Lawson, 44th Ward, joins Lisa Dent to talk about vacation rentals in Chicago. Ald. Lawson shares that while most hosts are responsible, there are some circumstances where the hosts are not present or easily contacted. Ald. Lawson would like some more transparency and clarity to protect his and other communities in the city.

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with her son and business partner, Mike Bayer, to discuss the essential role of an "AI Ambassador" in vacation rental businesses. Together, they explore why nominating a dedicated AI advocate can unlock efficiencies, reduce burnout, and help teams fully embrace the transformative potential of artificial intelligence. In this conversation Heather and Mike talk about why companies must move from passive awareness to active implementation. The best way to do this is to empower someone within their business to lead the AI charge and they explain the steps to get this underway. Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger Teams, Better Results! Discover how THRIVE Essentials accelerates onboarding for new property management staff, boosting performance and reducing turnover. >> THRIVE Essentials Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/VRS613

Send us a message!In this week's episode, we're joined by Matt Gurley, Director of Sales and Partner Integrations at the Lynnbrook Group, for a deep dive into the payment side of vacation rentals that most property managers overlook until it's too late.From fraud prevention to faster checkouts to smarter cash flow tools, Matt breaks down how Lynnbrook is simplifying payment processing and helping operators keep more of what they earn. With a career that started in the OTA integration trenches and evolved into leading-edge fintech, Matt brings a unique perspective on why vacation rental companies need more than just a generic payment provider.If you've ever dealt with chargebacks, payout delays, or struggled with reconciling your books, this one's for you.Key Topics Discussed:1️⃣ Why payment processing is more than just a backend task in vacation rentals2️⃣ Common blind spots property managers face when it comes to fraud and chargebacks3️⃣ How modern checkout options like Apple Pay, Pay Later, and Venmo are shaping guest expectations4️⃣ What property managers can do to protect profits and streamline payouts5️⃣ The importance of industry-specific tools for high-risk booking scenarios6️⃣ Lessons learned from OTAs, hurricanes, and helping PMs stay financially stable7️⃣ What operators should ask when choosing a payment partner8️⃣ The real cost of ignoring risk and complianceConnect with Matt:LinkedIn: https://www.linkedin.com/in/matthew-gurley-74688592/ Website: https://www.lynnbrookgroup.com/ Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠Get a free Growth Hack Review and P&L Evaluation when you mention “Alex & Annie” during your discovery call with the Grand Welcome team: https://calendly.com/jessica-singer-grandwelcome/intro#vacationrentals #shorttermrentals #paymentprocessing

In this episode, we bring back Lorraine Woodward to give us an update on all things accessible travel, how the vacation rental industry is embracing accessible properties, how Vrbo is helping and a LOT more!Enjoy!⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellLorraine WoodwardBecoming rentABLEVrbo - More Travel

100th episode!!! Wahoo! In this episode, we're diving into the secret of creating Instagram-worthy spaces that not only impress in person but also stand out online. As a vacation rental owner, you know how crucial it is to capture attention on platforms like Instagram, Pinterest, and booking sites. Visual appeal can be the key to securing more bookings and making your property unforgettable. We'll explore design strategies that don't require a huge budget but will transform your space into a booking magnet. From crafting a cohesive color palette to adding unique focal points and photogenic details, these tips will ensure your space looks as amazing in photos as it does in real life. Learn how to: Use color and lighting to create a calming, photogenic atmosphere Add statement furniture and décor pieces that pop in photos Curate small details like art, plants, and textiles to add personality and warmth Stage your space for stunning listing photos that capture the essence of your property Ready to attract more guests and boost your rental's profitability? Tune in to find out how to make your vacation rental irresistible on social media and booking platforms!

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!

In this conversation, Dylan Silver interviews Jon Bell, a successful realtor from Deep Creek Lake, Maryland. Jon shares his journey from bartending to becoming a top-selling realtor, emphasizing the importance of networking, adaptability, and learning from failures. He discusses his transition to full-time real estate, his experiences with investing and flipping houses, and managing multiple ventures, including vacation rentals. Jon offers valuable insights for aspiring real estate professionals, highlighting the significance of commitment and continuous improvement.   Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true ‘white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a “mini-mastermind” with Mike and his private clients on an upcoming “Retreat”, either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas “Big H Ranch”? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

Welcome to The Vintory Podcast: Top 10 Mistakes. In this new episode, we are joined by Chris Walker, founder of Luxury Homes of Hilton Head and a real estate expert with over 20 years of experience in the luxury property market.Chris has spent decades navigating the high-end real estate and vacation rental space on Hilton Head Island, and in this episode, he shares the top 10 mistakes he's made along the way and the game-changing lessons they taught him.From underestimating owner expectations to navigating luxury guest demands and learning the hard way about scaling operations, this episode is packed with real-world insights for anyone managing or marketing high-end vacation rentals.Enjoy!⭐️ Links & Show NotesVacation Rental SecretsChris WalkerLuxury Homes of Hilton HeadBrooke Pfautz

Send us a message!In this episode, we sit down with two industry powerhouses: Dennis Goedheid, CEO of Casiola, and Shahar Goldboim, CEO of Boom and founder of DesignedVR, to unpack the story behind their groundbreaking new partnership.As the vacation rental industry continues to mature, operators are finding new ways to grow that prioritize sustainability, clarity, and control. This conversation explores the revenue-sharing agreement between DesignedVR and Casiola, a creative alternative to the traditional franchise or acquisition model.Shahar shares his decision to step away from the day-to-day operations of DesignedVR to fully focus on growing Boom, the AI-powered property management system he built with his two brothers. Dennis explains how Casiola's clear focus on hospitality and operations made them the right partner to take over and grow the DesignedVR portfolio.Key Topics Discussed:1️⃣ Why Shahar chose to partner rather than sell or franchise2️⃣ How Dennis and Shahar aligned on values, leadership, and long-term vision3️⃣ What property managers can learn about letting go to grow4️⃣ The operational and cultural challenges of integrating a new team and brand5️⃣ How Casiola approaches expansion without sacrificing focus6️⃣ Why the traditional "do it all" mindset often leads to burnout in STR7️⃣ How Dennis views focus as a competitive advantage8️⃣ Why Shahar sees clarity as a form of leadership9️⃣ What role AI and automation will play as Boom continues to scaleYou'll also hear how Casiola is managing the integration of DesignedVR's team, technology, and properties, and why this move is about more than just operations. At its core, it's a partnership built on aligned values and a shared vision for what vacation rental businesses can become.Connect with Shahar:LinkedIn: https://www.linkedin.com/in/shahar-goldboim-80820b95/ Boom: https://www.boomnow.com/ Connect with Dennis:LinkedIn: https://www.linkedin.com/in/dennisgoedheid/ Casiola: https://www.casiola.com/ Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠Get a free Growth Hack Review and P&L Evaluation when you mention “Alex & Annie” during your discovery call with the Grand Welcome team: https://calendly.com/jessica-singer-grandwelcome/intro #vacationrentals #vacationrentalfranchising #STR

In this episode, we're joined by industry legend Michelle Marquis and Jessica Singer to talk all things franchise, growth, brand awareness, the future of the industry and a LOT more...Enjoy! ⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellMichelle MarquisJessica Singer Grand Welcome Franchise

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!

When you're renting a vacation property like an Airbnb, there are some things you should consider before booking. Mark Wolters - of the Wolters World Travel and Culture YouTube channel and Associate Professor of Business Administration at the University of Illinois' Gies College of Business in Urbana-Champaign - joins Rob Hart on the WBBM Noon Business Hour with some tips.

When you're renting a vacation property like an Airbnb, there are a few things to consider before booking. Demand for vintage clothing is soaring as shoppers reject fast fashion in favor of affordable alternatives. And the best way to truly experience a vacation destination? Eat, drink, and hang out like the locals.

Welcome to The Vintory Podcast: Top 10 Mistakes. In this new episode, we sit down with Brian Zerges, CEO of Finger Lakes Premier Properties, who brings over three decades of experience in the vacation rental industry to the mic.After 32 years navigating the ups and downs of property management, Brian gets candid about the top 10 mistakes he's made and the lessons each one taught him. From early tech missteps to leadership challenges and scaling stumbles, this episode is packed with actionable insights for operators at every stage of their journey.Enjoy!⭐️ Links & Show NotesVacation Rental SecretsBrian ZergesFinger Lakes Premier PropertiesBrooke Pfautz

Send us a message!Is the short-term rental industry on the edge of a travel recession, or just entering a new phase of normalization?In this episode of Alex & Annie: The Real Women of Vacation Rentals, AirDNA's Chief Economist Jamie Lane joins us to explain what the data is revealing about the 2025 market. With demand softening among budget travelers, international bookings pulling back, and economic uncertainty on the rise, Jamie helps make sense of the mixed signals facing STR professionals today.Jamie also shares how AirDNA is evolving to better support property managers in this climate, with new tools, smarter comps, and deeper forecasting capabilities. Whether you're adjusting pricing strategies, watching booking windows shrink, or wondering what's next for growth, this conversation provides the clarity and context you need.Key Topics Discussed:1️⃣ Are we in a travel recession? Early signals from airline and STR data2️⃣ Why summer 2025 bookings are slower, especially in budget and urban segments3️⃣ Hotels gaining share in cities as STR growth is restricted by regulation4️⃣ Supply growth slows across most markets and what that means for operators5️⃣ Signs of guests trading down, shortening trips, and delaying decisions6️⃣ The impact of fewer Canadian and European travelers this year7️⃣ Airbnb's urban inventory problem and the increasing presence of hotels on OTAsJamie also shares his outlook for the rest of 2025 and why, despite current challenges, the long-term growth of short-term rentals remains strong.Connect with Jamie:LinkedIn: https://www.linkedin.com/in/jamiehlane/Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠#vacationrentals #travelrecession #shorttermrentals

In this episode, we're joined by Mike Sebastian who tells us his story on selling his digital marketing agency, investing into Vacation Rentals, moving to better serve guests and a LOT more...Enjoy! ⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellMike Sebastian Build Your Hideaway

Want to boost your vacation rental bookings and get more 5-star reviews? In this episode, we're diving into vacation rental design essentials—the key features that make your space stand out and keep guests coming back. From comfortable furniture and durable fabrics to lighting, storage, and intuitive layouts, we're covering everything you need to create a guest-centric design that enhances the guest experience. Whether you're designing an Airbnb, short-term rental, or boutique stay, these tips will help you craft a space that's functional, stylish, and tailored to different types of travelers. Plus, we're sharing a must-have checklist to evaluate your setup. Tune in and learn how to design a vacation rental that wows your guests!

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!

In this conversation, John Harcar interviews Mike Pressman, who shares his journey from a tech background to becoming a successful real estate investor. Mike discusses the importance of analyzing deals, managing uncertainty, and employing probabilistic thinking in investment decisions. He emphasizes the value of house hacking, vacation rentals, and continuous learning through resources like Bigger Pockets. The conversation also touches on key strategies for success in real estate and the importance of being comfortable with risk and uncertainty. Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true ‘white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a “mini-mastermind” with Mike and his private clients on an upcoming “Retreat”, either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas “Big H Ranch”? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

Welcome to The Vintory Podcast: Top 10 Mistakes. In Episode 45 of the Vintory Podcast, we sit down with JJ King, co-founder of Beachside Vacation Rentals, for an unfiltered look into the top 10 mistakes he's made in his vacation rental journey, and how each one became a critical learning experience.Enjoy!⭐️ Links & Show NotesVacation Rental SecretsJJ KingBeachside Vacation Rentals  Brooke Pfautz

In this week's episode of the Rich Habits Podcast, Robert Croak and Austin Hankwitz answer your questions!---Sign up for the ⁠Rich Habits Newsletter⁠ and join 52K+ likeminded investors in receiving weekly market updates, ⁠click here!⁠---Trial the ⁠Rich Habits Network⁠ for 7 days completely for free and see why 600+ other podcast listeners love the community we've built, ⁠click here!⁠---Sign up for ⁠Public⁠ and take advantage of their up to $10,000 bonus when you transfer an existing portfolio to their platform, ⁠click here!⁠---⭐ Download our FREE Financial Planner –⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Download our FREE Budgeting Template –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Earn 4.1% on your savings with a High-Yield Cash Account –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Trade stocks, options, music royalties and crypto on Public –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Automatically buy stock where you shop with Grifin –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Protect your family with term life insurance from Suriance –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Use code “Spotify” for 15% off our 4-module video course –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⭐ Optimize your portfolio with Seeking Alpha –⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠click here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠---

Justin takes the show north to the offices of Twiddy & Co. Vacation Rentals in Corolla to interview Director of Marketing Shelley Tolbert (aka Shelley-Boo) and Corolla native and Twiddy & Co. Brand Ambassador Edward Ponton. They talk about the history of Corolla, fun activities, restaurants, driving on the sand and the uniqueness of Corolla.Outer Banks This Week Podcast Presented by:Kelly's AutomotivePowered by:Outer Banks Pest ControlSponsored by:Just for the BeachNorthern Outer BanksTeach's Lair MarinaWanchese Off RoadMiss Oregon Inlet IIStripers Bar & Grille

Send us a message!In this empowering episode of Alex & Annie: The Real Women of Vacation Rentals, Shelley Brown joins us to talk about how breaking outdated expectations and embracing your weird can lead to more authentic leadership and a deeper sense of belonging.As the original "Rebel in a Gown," Shelley brings her signature blend of authenticity, artistry, and humor to a conversation that challenges the status quo on leadership, burnout, and belonging.Shelley shares how an unexpected career detour and a serious spinal injury pushed her to redefine success. Not by how hard she could hustle, but by how deeply she could connect. That shift led her from hotel lobbies and sales calls to keynote stages, where she now helps teams rediscover purpose, vulnerability, and human connection.Key topics discussed:1️⃣ How Shelley's WEIRD framework invites more inclusive and connected leadership2️⃣ Why outdated ideas of success often lead to burnout and disconnection3️⃣ What it means to “rebel” against norms without being loud about it4️⃣ The power of journaling, mindfulness, and small daily choices5️⃣ How to lead with legacy in mind and why it starts with youThis episode is an invitation for you to reconnect with the version of yourself that existed before the world told you who to be. And yes, we all wore gowns for it.Connect with Shelley:LinkedIn: https://www.linkedin.com/in/shelleybbrown/ Website: https://shelleybrownofficial.com/ Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠#vacationrentals #leadership #burnout

In this episode, we're thrilled to have both Ginger Harrelson & Hunter Harrelson to about their unique path to success in Alabama, regulations, OTAs vs "the little guys" and a LOT more...Enjoy! ⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellHunter Harrelson Ginger Harrelson

Building a Support Network for Growth: "We finally got to a place where we have a trusted team, and, that's helped so much. And I think that that kind of gave us the, sigh of relief to say, okay. We can do this now. We we have the right people." - Maura GiannobileWe're beyond excited to bring you the latest updates from our recent episode featuring the wonderful Maura Giannobile—a powerhouse entrepreneur, interior design visionary, and the driving force behind The Everwoods Cabins and soon, Everwoods Interiors.Here's what you'll learn.Maura's Big Leap: From Overwhelm to Growth Not long ago, Maura recalls a time when managing her design business, launching multiple luxury cabins, and juggling family life felt too overwhelming. But with strategic changes—namely, building a team she could trust and learning the art of letting go—Maura and her husband Tony have turned chaos into a thriving, scalable business.Intertwining Brands for Success Maura didn't set out to create two businesses that feed each other, but that's exactly what happened. Guests who loved their stay at The Everwoods Cabins are now seeking her interior design expertise for their own homes, making referrals organic and powerful.Big News: Everwoods Interiors is Coming! At the end of this month, Maura is rebranding her design firm as Everwoods Interiors, expanding her offerings to include virtual design services for Airbnb hosts nationwide. This new direction aims to answer a major market need—helping hosts make their short-term rentals shine and stand out.Taking Guest Experience to the Next Level It isn't just about a beautiful space. The Everwoods Cabins now offer curated guest experiences like personal chefs, in-cabin spa services, and specialty tours. Not only have these upgrades delighted guests, but they have also set Maura's business apart in a rapidly growing vacation rental market.What's Next? Maura has more cabins underway, new property plans for couples' retreats, and even a potential software venture in the works aimed at helping other hosts better market to their guests. Growth is certainly the theme of Maura's journey!This episode is brought to you by PureTax, LLC. Tax preparation services without the pressure. When all you need is to get your tax return done, take the stress out of tax season by working with a firm that has simplified the process and the pricing. Find out more about how we started.Key Takeaways for Entrepreneurs:Scaling means letting go of perfection, but never your vision.Building an outstanding team is essential for sanity and success.Don't be afraid to pivot or rebrand to meet the needs of your evolving market.Small touches and curated experiences deliver big differentiation for your business.Want to Learn More or Stay at an Everwoods Cabin? Check out the beautifully designed cabins in Hocking Hills at theeverwoods.com.com—and keep an eye out for the launch of EverwoodsInteriors.com!Empowering Moments04:37 Teamwork Builds Brand Success09:00 Rebranding as Everwoods Interiors12:25 Blueprint Staging & Installation Guide14:36 Function Over Fashion in Rentals16:26 Expert Advice for Vacation Homeowners20:22 "New Private Cabin Retreat"25:54 Backup Team Enables Stress-Free...

Here's a polished, keyword-optimized podcast description in a professional yet friendly tone: Why Design Matters for Vacation Rentals: How a Well-Designed Space Can Transform Your Guest Experience Want to increase bookings, earn five-star reviews, and make your vacation rental the one guests can't stop raving about? The secret isn't just location or price—it's great design. In this episode, we're diving into why thoughtful, intentional design is the key to standing out in a crowded market. From creating a warm, inviting atmosphere to optimizing comfort and functionality, design plays a huge role in guest satisfaction. We'll cover the biggest design mistakes to avoid, share insider tips on how to elevate your space (without breaking the bank), and explore real-life success stories of rentals that have mastered the art of hospitality through design. Whether you're managing a cozy cabin, a modern city loft, or a beachfront retreat, this episode is packed with actionable insights to help you create a space guests will love—and keep coming back to. Tune in now to transform your rental into a guest magnet!

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!

In this conversation, John Harcar and Brittany Blackman discuss the critical issue of burnout, particularly in the real estate and vacation rental industries. Brittany shares her journey from hospitality to becoming a successful business owner and coach, emphasizing the importance of self-care and understanding one's brand in business. They explore the challenges of transitioning from employee to entrepreneur, the current trends in short-term rentals, and the significance of recognizing and addressing burnout. Brittany offers valuable insights and strategies for avoiding burnout and maintaining a healthy work-life balance. Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true ‘white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a “mini-mastermind” with Mike and his private clients on an upcoming “Retreat”, either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas “Big H Ranch”? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

Send us a message!Alex & Annie bring you behind the scenes at VRNation 2025 to explore direct booking strategies, industry growth, tech innovation, and the evolving role of associations in vacation rentals.Recorded live in Austin, Texas, this special bonus episode captures real-time insights from the conference floor. Alex & Annie had on-the-spot conversations with some of the industry's most influential voices and rising innovators to unpack the real story behind what's shaping the vacation rental space today.In true Alex & Annie fashion, they also asked some of the conference participants one powerful question: “In one word, what's the biggest problem in vacation rentals?” The answers reveal a lot about where the industry stands and where it's headed.Featuring interviews with:Heidie Henriksen – Executive Director of VRNationOrlie Benjamin – Founder of LasohDylan Bozarth – General Manager of 30A EscapesTera Lorimer – Founder of Luxury Getaways and VRNation Board MemberHeather Van Wie – Founder of Cottages on the Key and VRNation Board MemberNicholas Wegener & Roy Collins – Founders of SendSquaredAnne Gardner – Executive Director at VRMAWhether you were at VRNation or following the buzz afterward, this episode captures the energy and insight straight from Austin.Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠ Get $50 credit and $0 onboarding fee when you sign up for Beyond, the leading dynamic pricing tool for vacation rentals: http://beyondpricing.info/alexandannie #vacationrentals #Shorttermrentals #VRNation2025

In this episode of the STR Data Lab, Jamie Lane, Chief Economist at AirDNA, is joined by Rebecca Lombardo, a fractional CMO and marketing strategist. Jamie and Rebecca discuss the meaning of a fractional CMO and its role in the vacation rental industry. Rebecca shares her journey into the vacation rental space, starting as a CMO at True Place, a company specializing in photography and virtual tours for vacation rentals.  The conversation covers the difference between listing and marketing a property, including the importance of understanding your audience through market research. Rebecca explains how to generate demand by tailoring marketing efforts to resonate with guests and homeowners, rather than relying solely on platforms like Airbnb or VRBO. She emphasizes the value of data in determining where to focus marketing efforts, such as social media demographics and email engagement.  The episode also touches on measuring the success of marketing strategies through various funnel stages, from initial engagement to conversions. Rebecca advises hosts on the initial steps for developing a marketing strategy and highlights the significance of identifying and targeting a niche audience. The importance of building a brand that stands out in a crowded market is discussed, including the potential to attract both guests and homeowners. Jamie and Rebecca also explore strategies for owner acquisition, particularly within specific communities, and the advantages of organic growth through word-of-mouth. During times of economic uncertainty, Rebecca stresses the importance of maintaining marketing efforts to capitalize on future opportunities.  The discussion includes insights on organic and paid social marketing, as well as the benefits of investing in marketing during downturns. Finally, Rebecca provides her perspectives on engaging in effective marketing and adapting to changing market conditions. You don't want to miss this episode! ~~~~ https://www.linkedin.com/in/rebeccabredholt/ ~~~~ Signup for AirDNA for FREE

Send us a message!In this episode of Alex & Annie: The Real Women of Vacation Rentals, we're joined by Ian Ackland, Managing Director of the Americas at Booking.com, for a candid look at how one of the world's largest travel platforms is evolving its approach to better serve property managers.With more than 30 years in the travel industry and over a decade at Booking.com, Ian shares how the company is shifting from being just a distribution channel to becoming a true partner for vacation rental professionals. From reimagining payment systems and investing in connectivity, to expanding their U.S. market presence and leveraging AI, Ian walks us through the strategy behind Booking.com's efforts to reduce friction and drive more value for hosts at every stage of growth.Whether you're a large enterprise or just getting started, this episode is packed with practical insights on how to work smarter, tap into new guest demand, and build a more effective tech stack through stronger partnerships.Key Topics Discussed:1️⃣ Ian's background in hospitality and why hosting is personal to him2️⃣ The evolution of Booking.com's vacation rental strategy3️⃣ Why connectivity partners like NextPax play a key role in host success4️⃣ How Booking.com is supporting both enterprise and mid-sized property managers5️⃣ What makes listings convert: content, rate plans, and smart distribution6️⃣ The redesign of their payment system to solve real host pain points7️⃣ How generative AI is helping streamline guest communication8️⃣ Loyalty, trust, and the value of high-frequency guests9️⃣ The tools and resources Booking.com offers to support property managers at scaleConnect with Ian:LinkedIn: https://www.linkedin.com/in/ian-ackland-1b3b444/ Mention "Alex & Annie" when you sign up with Boom to get 50% off your onboarding fee and 1 month FREE: ⁠⁠⁠https://www.boomnow.com/⁠⁠ Get $50 credit and $0 onboarding fee when you sign up for Beyond, the leading dynamic pricing tool for vacation rentals: http://beyondpricing.info/alexandannie #VacationRentals #ShortTermRentals #OTA

One asset class within commercial real estate that many people don't think about is luxury Short-Term Rentals. Houses that cost between $2 and $5 million typically rent for $500-$1,500 per night and generate $200,000 or even more per year in revenue, comparable to small apartment buildings. Investors can use these properties themselves, they enjoy the cash flow, plus they benefit from capital preservation and appreciation. Stephen Petasky, Founder and CEO of the Luxus Group, manages high-end Short-Term Rentals, develops luxury condo communities in partnership with The Four Seasons, and refurbishes centuries old farmhouses in Tuscany and converts them into luxury rentals. 

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!

Curious about turning a second home into a vacation rental? In this episode of the Easemakers Podcast, we talk with Kim Lalande about what to know before putting a luxury property on the short-term rental market, how to appeal to a particular type of traveler, and how to create a high-end guest experience. Kim is the Founder & CEO of Key.co, a hospitality marketplace where clients can book vetted, top-tier vacation homes, curated experiences, and in-home services, all in one place. Tune in to hear her insights about marketing a vacation home, investing in a high-end rental property, managing the operations of a luxury vacation rental, and more!Plus, check out the McKinsey report, Updating perceptions about today's luxury traveler, that Kim mentions during our conversation.Subscribe to the Easemakers Podcast to hear from more experts in the private service industry, and join the Easemakers community to talk to other estate managers and PSPs on a regular basis.  Enjoying the Easemakers Podcast? Leave us a rating and a review telling us about your favorite episodes and what you want to learn next!The Easemakers Podcast is presented by Nines, modern household management software and services built for private service professionals and the households the support.

Today's Flash Back Friday episode is from #597 that originally aired on May 29th 2023. Stephen Petasky is a real estate and short-term rental expert. He is the founder of the Luxus Group, which is a multifaceted real estate firm that has verticals in luxury vacation rentals, luxury vacation developments, and a restoration arm that turns ancient ruins into luxury private estates.   Connect with Stephen: https://luxusgroup.com/   Recommended Resources: Accredited Investors, you're invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club! If you're a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team.  Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com.  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.