
Hosted by 8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl · EN

On this week’s episode, Avery is joined by Dohn Thornton, a seasoned real estate investor and short sale expert who has flipped over 3,000 properties and now focuses on advanced asset protection strategies. Dohn breaks down the concept of a spendthrift trust, explaining how it differs from traditional LLCs and trusts by offering greater privacy, lawsuit protection, and potential tax advantages through a contract law structure. The conversation dives into how these trusts can shield assets from discovery, avoid triggering taxable events, and fundamentally change how investors think about income, expenses, and wealth management. Dohn also shares real world examples from his own business, including how switching to this structure deterred lawsuits entirely and reshaped his approach to investing and long-term wealth building. How to connect with Dohn: https://bensonfinancial.us Instagram: @dohnthornton How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Emily Tunggala. Emily shares how Hospitable is expanding beyond traditional property management software by launching a marketplace that connects property managers with owners looking for help. She explains how the platform uses performance data and insights to match the right managers with the right properties, while also giving newer managers tools to onboard clients professionally. The conversation highlights how this could change the way managers find clients, reduce time spent chasing leads, and create more opportunity based on results rather than connections. How to connect with Emily: https://hospitable.com/ How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Brian Boyd. Brian, a tax attorney and real estate investor, breaks down how the short term rental tax strategy works, explaining how investors can use cost segregation and bonus depreciation to offset active income while building wealth. He emphasizes the importance of self-managing properties, tracking time accurately, and understanding the rules to properly qualify for these tax benefits. The conversation also dives into common mistakes investors make, like overspending on furnishings or prioritizing tax savings over cash flow, and highlights how real estate can be a powerful long-term wealth-building tool when approached strategically. How to connect with Brian: YouTube: @yourtaxlawyerInstagram: briantboydTikTok: @briantboydFacebook: Brian T Boyd How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Kim Fitzpatrick. Kim shares how she went from being a PE teacher and single mom to launching her first Airbnb with an air mattress, eventually scaling into multiple investment properties across markets like the Smokies and Montana. She breaks down how her hands-on experience renovating and setting up properties led to founding Launched Host, a service that helps investors go from empty to guest-ready in just seven days. The conversation also highlights the realities of launching short term rentals, the importance of systems and guest experience, and how simplifying setups can reduce stress and improve long-term success. How to connect with Kim: Launchedhost.com https://www.instagram.com/launchedhost?igsh=dnNhYXpjbGZsbHBm&utm_source=qr https://www.facebook.com/share/1K5wTTDLjP/?mibextid=LQQJ4d How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Ari Rastagar. Ari shares how he built a multibillion-dollar real estate firm starting with just $3,500 and explains why real estate is far more operationally complex than most beginners expect. He dives into the importance of risk management, due diligence, and local market expertise, highlighting common mistakes investors make—especially when relying too heavily on spreadsheets instead of real-world context. The conversation also explores why short term rentals require an intense focus on customer experience and operations, and how scaling systems and processes is key to long-term success. How to connect with Ari: Website: https://rastegarcapital.com/ LinkedIn: https://www.linkedin.com/in/arirastegar/ Instagram: https://www.instagram.com/rastegar TikTok: https://www.tiktok.com/@arirastegar How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Cathy Craig, a top agent and investor in Broken Bow, Oklahoma, who shares an inside look at the current market and why now may be a prime time to buy. She explains how prices have come down significantly from peak levels while demand and occupancy remain strong, pushing back on the idea of “oversaturation” and emphasizing that the market continues to grow with infrastructure and tourism. Cathy also highlights what actually drives success in this market, focusing on guest experience, smart upgrades, and avoiding over-investing in unnecessary amenities. She wraps with real examples of high-performing properties and practical advice on buying right, adding value, and standing out without overspending. How to connect with Cathy: www.theshorttermshop.com How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Avery is joined by Katie Johnson, a short-term rental attorney and investor who breaks down the most common legal mistakes hosts make and how to avoid them. She explains key risks like missing deed restrictions, improperly handling LLCs, and failing to secure adequate insurance, along with how to protect yourself from lawsuits tied to pools, amenities, and guest incidents. Katie also dives into service animals vs. emotional support animals, the legal realities of raising capital, and why setting up your business structure correctly from the start is critical. The conversation highlights how being proactive with legal strategy can save investors from costly mistakes down the road. How to connect with Katie: @strlaw.with.katiestrlaw.comkatiejohnsonplc.com How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by Robert Warren, a real estate investor who shares how decades of experience in building, rehabbing, and developing led him to short-term rentals. He breaks down how he transitioned from long-term rentals and flips into STRs, including buying and optimizing properties in Gulf Shores and the Smokies for stronger cash flow and seasonality advantages. Robert also dives into creative deal-making, like using 1031 exchanges and value-add renovations to scale faster, while emphasizing the importance of buying right, avoiding over-leverage, and maximizing guest experience. He wraps with practical advice on investing mindset, building wealth through assets, and using time and skills to create equity early on. How to connect with Robert: detaildesign.biz How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week's episode, Avery is joined by John and Christina McNaught. The couple shares how they transitioned from long-term rentals into short-term rentals after realizing a small Airbnb unit on their property could cover their mortgage and generate additional cash flow. They discuss investing in the Bradenton, Florida market, including seasonality patterns, how being within about 15 minutes of the beach still works for guests, and why understanding the typical “family vacation” guest avatar is critical when designing a property. John and Christina also explain how strategic amenity upgrades like a game room, mini golf, playground, and pickleball court helped turn one property from about $95K in annual revenue into more than $217K. Connect with an agent: agents@theshorttermshop.com How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

On this week’s episode, Avery is joined by David Taylor. David shares how he transitioned from construction and home inspecting into short term rental investing, ultimately choosing Branson, Missouri for its affordability and strong 10-month tourism season. He breaks down purchasing a brand-new three-bedroom condo for $225,000 and generating nearly $53,000 in gross revenue within his first partial year, highlighting why condos dominate the Branson market and why that can actually be an advantage for out-of-state investors. The conversation also covers financing non-warrantable condos, navigating vacation rental zoning, and why Branson is an ideal entry point for new investors who want solid returns without jumping into a half-million-dollar property. How to connect with David: www.theshorttermshop.com How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon