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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
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!
Investor Fuel Real Estate Investing Mastermind - Audio Version
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 —--------------------
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
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!
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
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!
Investor Fuel Real Estate Investing Mastermind - Audio Version
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 —--------------------
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
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!
Investor Fuel Real Estate Investing Mastermind - Audio Version
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
Casago Myrtle Beach (843-999-2837) is offering a major discount on its top-floor condo, giving you the option to enjoy a luxury penthouse stay for Carolina Country Music Fest without breaking the bank. Visit https://casagomyrtlebeach.com/penthouse/ Casago Myrtle Beach City: Myrtle Beach Address: 516 Broadway Street Website: https://casagomyrtlebeach.com/penthouse/
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.
In this episode, we're thrilled to be joined again by Pierre-Camille Hamana of Hospitable to talk about product features, new pricing tools, building for Vacation Rental hosts and managers and a LOT more...Enjoy! ⭐️ Links & Show NotesAdam NorkoScott FasanoConrad O'ConnellPierre-Camille HamanaHospitable
What do short-term rental owners need to know about direct booking and how is it shaping the future of travel tech?Eric Goldreyer is an established 25+ year leader in travel and hospitality. He is the CEO and owner of Savvy (previously bnbfinder) – the book direct marketplace for professionally run vacation rentals, bed and breakfasts, inns, and boutique hotels – without service fees.Previously, Eric co-founded TurnKey Vacation Rentals, which became North America's second largest property management company, acquired by Vacasa in 2021. In 1995, he founded Bedandbreakfast.com, growing it into the world's largest online B&B directory, acquired by HomeAway (now VRBO) in 2010.
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.
Join Meaghan Myers as she interviews Alex Husner and Annie Holcombe, the legends behind the popular 'Alex & Annie: Real Women of Vacation Rentals' podcast. In this episode, the trio delves into the origin story of Alex and Annie's podcast, the challenges they faced, and their incredible success in the vacation rental industry. They also discuss their experiences on the property management and vendor sides of the business, the importance of company culture, and the inclusive nature of the vacation rental community. Tune in for inspiring stories, memorable moments, and valuable insights from two industry veterans. Connect with Annie and Alex: Annie Alex The Real Women of Vacation Rentals Podcast Links: Apple Podcasts - Link Spotify - Link Hospitality.FM - Link Connect with Meaghan | Ask Meaghan — Workflows & Espressos is part of the Hospitality.FM podcast network and a Hospitality.FM Original. If you like this podcast, then you'll also love our other podcasts directly on Hospitality.FM! Thank you to all of the Hospitality.FM Partners that help make this show possible, and if you like this show, please leave us a review and share it on your network!
In this episode of the VRMA Arrival podcast, Onita Mihaly, senior director of brand marketing at Ooma, discusses the company's role in improving short-term rental (STR) safety with its VoIP-based landline service.
Send us a message!In this week's episode, Matt Landau returns to the show to share one of the most personal and transformational shifts of his career — a journey from building systems and scaling success to rediscovering the power of human connection.Long known as a community builder and founder of VRMB, Matt opens up about the moment everything changed. After years of being surrounded by the same ideas and doing the same routines, he stepped outside the norm and into a retreat that would forever alter his perspective on leadership, creativity, and authenticity.Now leading his own immersive experiences through Here Goes Nothin', Matt is helping business leaders from all industries explore their own breakthrough moments by leaning into discomfort, curiosity, and connection.Key Topics Discussed:1️⃣ The “aha” moment that shifted Matt's trajectory2️⃣ Why scaling isn't always the answer—and what comes next3️⃣ The creative power of letting go of control4️⃣ What it really means to lead with authenticity5️⃣ How retreats are reshaping the future of leadership and hospitality6️⃣ Why personal breakthroughs often unlock professional successIf you've ever felt stuck, uninspired, or simply curious about what else might be possible, this episode is your invitation to take the leap.Connect with Matt:LinkedIn: https://www.linkedin.com/in/landaumatt/ Website: https://heregoesnothin.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 $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 #connection #heregoesnothin
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!
Want to learn more about Vodyssey or start your STR journey. Book a call here:https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7In this episode of the Vacation Rental Revolution podcast, host Shawn Moore interviews Julie McLeod, a successful short-term rental investor. They discuss Julie's journey into short-term rental investing, the challenges she faced, and the lessons learned along the way. Julie shares her experiences with optimizing property performance, managing expectations, and expanding her portfolio. The conversation emphasizes the importance of both emotional and analytical decision-making in real estate investing, as well as the significance of creating a guest experience that resonates with travelers.FOLLOW US:https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreGET YOUR FREE BOOK & TRAINING HERE:https://vodyssey.com/Chapters00:00:00 Introduction to Short-Term Rental Investing00:02:55 Julie McLeod's Journey into Short-Term Rentals00:06:00 Challenges and Learning Experiences00:08:56 Optimizing Property Performance00:12:00 Navigating Property Management and Expectations00:14:58 Expanding the Portfolio: Lessons Learned00:18:10 The Decision-Making Process for New Properties00:21:09 Emotional vs. Analytical Investment Decisions00:23:56 Conclusion and Future Goals
FlamesNation Barn Burner with Boomer, Pinder & WarrenerSHOW TIMESTAMPShttps://www.youtube.com/watch?v=_x6My2Cm3dk- Playoff Draft (4:30)- Kids Playing (7:30)- Bracket (17:00)- Dallas (25:30)- Making Picks (32:00)- Pinder Report (57:30)- Bet365 (01:24:00)- Superchats (01:32:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
Justin sets up his gear at the new location of Two Roads Tavern at MP 4.5 on the bypass in Kitty Hawk, where he talks with Travis Tyler, bartender at Outer Banks Brewing Station; Tiffany Moldovan, director of property management at Beach Realty & Construction; and Glen Sherwin, part owner of Two Roads Tavern. They discuss more the do's and don'ts of OBX bar-going, what the summer rental season is shaping up to be like (and how you can book your vacation) and the awesome new location of Two Roads Tavern.Outer Banks This Week Podcast Presented by:Kelly's AutomotivePowered by:Outer Banks Pest ControlSponsored by:Brindley Beach VacationsJust for the BeachFrisco Woods Campground
Send us a message!In this episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with Boogie Wittenburg, the new CEO of TravelNet Solutions, makers of Track PMS. With a background in mission-critical technology powering global brands, Boogie brings a fresh, people-first perspective to the vacation rental tech space.Building on the strong foundation laid by the company's founders, Boogie shares how he's guiding TravelNet Solutions into its next chapter — one that balances continuity with innovation. With a renewed focus on culture, customer experience, and thoughtful technology, Boogie brings a clear vision for scaling both the platform and the people behind it.Key Topics Discussed:1️⃣Boogie's journey from global tech to short-term rentals2️⃣Why servant leadership is at the core of his management style3️⃣How TravelNet Solutions is improving customer support and answering the phone again (yes, really!)4️⃣The rollout of the new Owner Mobile App and its impact on retention5️⃣Track's approach to product development: build, buy, or partner6️⃣The role of AI in scaling support and internal operations7️⃣What true team engagement looks like—and why it mattersBoogie also shares a powerful reflection on legacy, leadership, and building a company where employees, customers, and innovation thrive together.Whether you're a property manager, tech vendor, or industry leader, this episode offers valuable insight into what it takes to scale a software company without losing sight of people.Connect with Boogie:LinkedIn: https://www.linkedin.com/in/oduswittenburg/Website: https://tnsinc.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/alexandannieReady to take your operations to the next level? Visit https://tnsinc.com/podcasts-alex-and-annie/ to learn more.#VacationRentals #TrackPMS #ServantLeadership
FlamesNation Barn Burner with Boomer, Pinder & WarrenerSHOW TIMESTAMPShttps://www.youtube.com/live/m28H_JGxnzs- Wild Goal PAIN (5:00)- Rhett Gambling Advice (10:30)- Flames Win 5-4 (12:00)- Peak Pain?? (16:00)-------------------------------------------------- Noodles Joins (17:00)- Flames Pain (19:30)- What's The Plan? (23:30)- Dustin Wolf (30:30)- Culture (36:00)- Nashville (40:00)- Find A Centre (44:00)- Canucks (47:30)- Battle Ontario (51:30)- Noodles Out (58:00)-------------------------------------------------- Culture (58:30)- Wasted Cap Space (01:03:00)- Next Year?? (01:05:00)- Pinder Report (01:16:00)- Bet365 (01:47:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
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!
FlamesNation Barn Burner with Boomer, Pinder & WarrenerSHOW TIMESTAMPShttps://www.youtube.com/live/rkketw5B8g0- Intro Banter (1:30)- Nervous Rhett (4:00)- Betting Odds (8:00)- Vegas Lines (10:00)- Don't Control Destiny (15:00)- Everyone's Confused (20:00)- Play In Games (24:30)- Montreal (28:00)- Nurse (35:00)- Flames Never Folded (45:00)- Pinder Report (55:00)- BET365 (01:36:00)-------------------------------------------------- Tommy Interview (01:42:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
FlamesNation Barn Burner with Boomer, Pinder & WarrenerSHOW TIMESTAMPS- Pinder Bailed On Jack (2:00)- Flames Crush Wild (4:00)- Pikes Graphs (6:00)- Peak Pain (12:00)- Sharks vs Flames (16:00)- Yegor (17:00)- Coronato (19:00)- Meaningful Games (28:30)- Rhett Beer Story (32:00)- Culture (33:00)- Bottom Out With Wolf? (39:00)- Can The Flames Make History?? (46:00)- Zayne Chat (48:00)- Big Human Bday (51:00)- Ovi (55:30)- Masters (58:00)- Pinder Report (01:11:00)- BET365 (01:48:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
Hotels are using identity marketing to reduce OTA dependence and reclaim direct bookings, while Casago's surprising bid for Vacasa sparks debate on investment strategies. Hear how industry leaders are navigating tech, service, and growth in the evolving rental landscape.Are you new and want to start your own hospitality business?Join our Facebook groupFollow Boostly and join the discussion:YouTube LinkedInFacebookWant to know more about us? Visit our websiteStay informed and ahead of the curve with the latest insights and analysis.
Welcome to the Real Estate Investing School Podcast! In this episode, Vitaliy Volpov shares his inspiring journey from immigrating to the U.S. from Belarus at the age of 12 to becoming a successful real estate investor, attorney, and entrepreneur based in upstate New York. Despite starting with no real estate background or family support in the field, he began his investing journey in 2011 with a house hack and gradually expanded his portfolio. He details how he used owner-occupied financing to acquire his first duplex and later scaled his portfolio with conventional investor loans. Vitaliy emphasizes learning by doing—figuring out renovations through YouTube, enduring steep learning curves, and dealing with intense property issues, including foundation problems and infestations, which taught him resilience and resourcefulness. His early experiences illustrate how creative problem-solving and a willingness to push through fear are essential to success in real estate. The conversation also explores the evolution of Vitaliy's investing strategies and partnerships. He explains how he grew from solo deals to more complex acquisitions, like a 21-unit apartment conversion, by surrounding himself with the right people—especially a strategic partner with deep construction expertise. Together, they scaled their business to acquire 20-30 units per year, thanks to systems, reliable maintenance teams, and clear operating agreements. Vitaliy provides valuable insights into structuring LLC partnerships, overcoming legal and construction setbacks, and why due diligence, trust, and aligned strengths are critical in any collaboration. He concludes by encouraging new investors to believe in their ability to figure things out, even when things get tough, and to focus on long-term financial freedom. Check out the Real Estate Investing School Youtube Real Estate Investing School Instagram Brody's Instagram Joe's Instagram Vitaliy's YouTube
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.
FlamesNation Barn Burner with Boomer, Pinder & WarrenerSHOW TIMESTAMPS- Intro Banter (1:00)- Flames vs WIld (7:00)-------------------------------------------------- Dreger Joins (15:00)- Canucks (17:00)- Load Management (26:30)- Jets (30:30)- Leafs (34:30)- Zayne (36:00)- Demidov (37:30)- Edmonton (40:00)- Dreger Out (45:00)-------------------------------------------------- Candy Bracket (57:00)- Pinder Report (01:09:00)- Boomer Hates Pinder Report (01:40:00)- Bet365 (02:02:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
FlamesNation Barn Burner with Boomer, Pinder & WarrenerCANDY BRACKET VOTING ⬇️⬇️https://commoninja.site/d2258fc2-2c23-444d-b89e-c1a853e20231MASTERS POOLhttps://www.easyofficepools.com/join/?p=388193&e=zogySHOW TIMESTAMPS https://youtube.com/live/bpo-XM1ZqDA- Graph Update (5:00)- Can't Score 4 (13:00)- Power Play (14:30)- Frost/Farabee (15:30)- Didn't Add Enough (16:30)- Playing Style (21:00)- Did Nothing At Deadline (28:00)- Peak Pain (33:00)- Better Next Year? (35:00)- Nashville (38:30)- Zayne (45:00)- Ducks Comeback (54:00)- Pinder Report (01:07:00)- Safeway Picks (01:44:00)- Bet365 (01:53:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
Send us a message!In this episode of Alex & Annie: The Real Women of Vacation Rentals, we sit down with Julie Brinkman, CEO of Beyond, to explore how the company is transforming the way property managers approach pricing and profitability.From dynamic pricing to market intelligence, Beyond has become a vital tool for short-term rental professionals looking to scale sustainably and outperform their competition. Julie shares how the company empowers property managers with smarter data, automation, and real-time insights to "beat the market"—no matter what that market looks like.Key Topics Discussed:1️⃣ Julie's unique path to leadership and the lessons learned from her mother's resilience2️⃣ The evolution of revenue management in vacation rentals3️⃣ How Beyond's tools help property managers maximize revenue while saving time4️⃣ Lessons learned navigating COVID-19 and coming out stronger5️⃣ The unique challenges of pricing single-unit properties vs. hotels6️⃣ How global expansion is shaping Beyond's product innovation7️⃣ The critical role of empathy, culture, and customer feedback in tech developmentJulie also touches on the importance of industry collaboration, the rising need for smarter pricing strategies, and why AI alone isn't enough to drive revenue in a human-centered business.If you're a property manager, tech enthusiast, or hospitality professional looking to stay ahead in a competitive market, this conversation is packed with insight and inspiration.Connect with Julie:LinkedIn: http://linkedin.com/in/jrbrinkman/ Website: https://www.beyondpricing.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/alexandannieReady to take your operations to the next level? Visit https://tnsinc.com/podcasts-alex-and-annie/ to learn more.#vacationrentals #revenuemanagement #shorttermrentaltech
FlamesNation Barn Burner with Boomer, Pinder & WarrenerCANDY BRACKET VOTING ⬇️⬇️https://commoninja.site/d2258fc2-2c23-444d-b89e-c1a853e20231MASTERS POOLhttps://www.easyofficepools.com/join/?p=388193&e=zogySHOW TIMESTAMPS https://youtube.com/live/D2BdjKhmEkM- Boom AFK (1:00)- Flames vs Ducks (4:00)-------------------------------------------------- Noodles In (10:00)- No Swearing (10:30)- Ducks Team (12:00)- Flames Playoff Hopes (16:00)- Pikes Graph (22:00)- Sens (27:00)- Zayne (30:00)- Rob Ray (33:00)- Sabres (38:30)- Ovi (41:00)- Candy Bracket (45:00)- Noodles Out (49:00)-------------------------------------------------- Jack Reads His Article (52:00)- Masters (01:00:00)- Pinder Report (01:15:00)- Safeway NHL Picks (01:45:00)- Bet365 (01:49:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
Struggling to fill your calendar for the summer season? This episode breaks down 7 essential steps to refresh your short-term rental listing, outshine the competition, and ensure your property is booked solid. Discover the tweaks and tools you need now to capture attention and secure high-value guests. Don't wait—peak season is just around the corner. Why refreshing your listing and completing every OTA section could skyrocket your visibility The #1 way to understand why guests aren't booking—straight from your listing insights How to position your summer-friendly amenities to beat out local competition Why knowing your booking window can make or break your pricing strategy Pro tips to elevate your guest experience with a digital guidebook that earns 5-star review This episode is packed with actionable tips to help you stay ahead in a crowded summer rental market. Want to keep those bookings rolling in? Then don't miss this one Resource Links: Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
"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!
FlamesNation Barn Burner with Boomer, Pinder & WarrenerCANDY BRACKET VOTING ⬇️⬇️https://commoninja.site/d2258fc2-2c23-444d-b89e-c1a853e20231MASTERS POOLhttps://www.easyofficepools.com/join/?p=388193&e=zogySHOW TIMESTAMPS https://youtube.com/live/ail_Pf3btdA- Intro Banter (1:00)- Klapka Goal (8:00)- Wolf (13:00)- Hub Goal (15:00)- Coronato Goal (17:00)- Standings (22:00)- Pikes Graph (23:00)- Zayne (27:00)- Bahl (32:00)- Rhett's Dawning (37:00)- Banter (40:00)- Tampa (51:00)- Blues Lose (54:00)- Kings (56:00)- RIP Millen (01:01:00)- Pinder Report (01:04:00)- Masters Pool (01:39:00)- Bet365 (01:49:00)FLAMESNATION MERCHhttps://nationgear.ca/collections/flamesnationBARN BURNER CLIPShttps://www.youtube.com/playlist?list=PLj_bcGtvvo-cW2DHEDZ6dEO5ePDmlhZc9SHOUTOUT TO OUR SPONSORS!!
The short-term rental market has evolved, and unique properties are leading the way! This week, Tim Hubbard welcomes back Dave Zook of Zook Cabins to discuss how modular cabins are reshaping STR investments. Discover why smaller, high-quality units can generate massive returns and how turnkey solutions simplify the process for investors. What You'll Learn in This Episode: Why modular cabins outperform traditional STR properties How investors can test the waters with a single unit before scaling The surprising ROI of compact, high-quality park model homes The benefits of tax-friendly depreciation for modular properties How off-grid solutions and Starlink are making remote rentals easier than ever Why Listen? If you're looking for a high-return, low-hassle way to expand your short-term rental portfolio, this episode is packed with actionable insights. Learn how Zook Cabins simplifies STR investing with modular solutions that maximize profits while minimizing operational headaches. Tune in now! Resource Links:Check out Zook Cabins here: https://www.strriches.com/cabin/ Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your FREE management eBook: https://strriches.com/#tools-resources Looking to EARN MORE with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
Keep reading the article here: https://www.biggerpockets.com/blog/vacation-rental-insurance-why-every-host-needs-it Subscribe to the BiggerPockets Channel for the best real estate investing education online! Become a member of the BiggerPockets community of real estate investors - https://www.biggerpockets.com Learn more about your ad choices. Visit megaphone.fm/adchoices