Episodios

  • The TRUTH About Airbnbs in Opportunity Zones (AMAZING Tax Benefits) | Ashley Tison
    Jun 24 2025
    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!
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    34 m
  • What Airbnb Hosts Don’t Realize About Furnished Rentals | Ken and Gary Brown
    Jun 17 2025
    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 Gary Brown and his son Ken Brown 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, this father-and-son duo has helped shape the company’s expansion from a few furnished apartments in Manhattan to a global portfolio of 1,000+ units. 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, Gary and Ken 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 Furnished Quarters was founded in the 1980s by brothers Gary and Steve Brown This episode features Gary and his son, 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!
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    33 m
  • No Real Estate Background - 40+ STRs Later (HERE'S HOW) | Alex Steeg
    Jun 10 2025
    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!
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    56 m
  • WHAT? A Mystery Game That Lives Inside Your Airbnb?? | Rachel DeSantis
    Jun 3 2025
    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!
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    29 m
  • NEVER Let Equity Sit Idle - Here's What Smart Real Estate Investors Do Instead | Alan Franks
    May 27 2025
    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!
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    44 m
  • Hosting Doesn’t Have to Be Chaotic (Hospitable’s Bold Fix) | Pierre-Camille Hamana
    May 20 2025
    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!
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    47 m
  • Insurance Claim Secrets That STR Hosts Need to Hear | Andy Gurczak
    May 13 2025
    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!
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    39 m
  • The Tax Strategy Airbnb Hosts Can’t Afford to Ignore | Sean Graham
    May 6 2025
    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!
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    41 m