The Short Term Show

Join Cynthia and Chris Hanson, a dynamic couple from Mesa, Arizona, as they share their journey in short-term rental management. With Cynthia's 25 years in hospitality and Chris's engineering background, they discuss their strategic property choices from Scottsdale to the Smokies. Learn how they navigated the pandemic-driven rental boom, tackled local regulations, and discovered the charm of condo living. Plus, they reveal future plans for beach investments and the importance of risk-taking in real estate. A must-listen for aspiring investors!

Rich Somers, a former air traffic controller turned real estate investor, shares his insights on 2025's real estate landscape. He highlights unique investment opportunities arising from current supply-demand dynamics. Rich emphasizes the importance of patience and surrounding oneself with the right people for success in real estate. He discusses the transition from a high-stress career in aviation to real estate, embracing resilience and learning from past mistakes. Listeners are encouraged to adopt long-term strategies for sustained growth in short-term rentals.

In this insightful discussion, Chuck Kramer, a seasoned real estate investor and coach at The Short Term Shop Plus, explores how a potential second Trump administration could reshape the short-term rental market. He shares anecdotes about economic policies impacting labor shortages and operational costs. The conversation also dives into emerging investment opportunities amidst rising interest rates and regulatory changes, along with the recovery of Orlando's tourism market post-COVID, driven by international travel and the allure of Disney.

In this episode of The Short Term Show, we dive into the recent policy changes from Vrbo regarding the sale of vacation rental properties. As we discuss the implications of these new rules, Avery is joined by experienced agents from The Short Term Shop: Natalie Walthour, Jay Lawrence, and Stacey Lancaster. We start by highlighting the key points of Vrbo's new policy, which requires sellers to block their calendars and notify travelers of upcoming reservations when listing their properties for sale. We touch on the complexities of transferring future bookings to new owners, including the legal obligations that may arise if the new owner intends to use the property differently. Jay shares insights from his experience in Western North Carolina, where state laws require honoring bookings for a certain period after closing. We also discuss the challenges of managing future bookings and the importance of clear communication between buyers and sellers.     How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl 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 Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA

Jefferson Calloway, CEO of Cal Capital LLC and seasoned real estate investor, shares his fascinating journey from being a military helicopter pilot to building a diverse property portfolio. He discusses the importance of creativity in financing and the power of house hacking. Jefferson emphasizes that being likable and easy to work with is crucial in the industry. He also explores the benefits of multifamily investments and offers strategies for success in short-term rentals, illustrating how personal relationships can lead to lucrative opportunities.

In a lively conversation, Gil Chan, a real estate investor and founder of Crafted Stays, shares his insights on enhancing direct booking experiences for short-term rentals. He discusses the power of user-friendly platforms and emphasizes the importance of early engagement with past guests through email marketing. The potential impact of Google Vacation Rentals on the market is also explored, alongside strategies for optimizing websites to boost bookings. Gil’s journey from long-term to short-term rentals highlights the challenges and rewards of entrepreneurship in this dynamic space.

Join Chuck Kramer, a seasoned vacation rental investor with over a decade of experience, as he breaks down the intricacies of short-term rental markets. He emphasizes the importance of digging beyond surface-level data in investment lists. Discover how local trends can vary wildly compared to national averages and the significant role social media plays in promoting destinations. Kramer also explores the evolving landscape in hotspots like Nashville and Florida, underscoring the necessity of thorough market research for successful investments.

In this episode of the Short Term Show, Avery welcomed Austin, Texas based real estate investor Vivian Yip. Vivian shared her story of feeling trapped in the corporate rat race, which caused her to explore house flipping alongside her husband but soon realized it was akin to another job. Inspired by the book "Tax-Free Wealth," Vivian pivoted her strategy towards owning real estate for long term wealth building. Avery and Vivian delved into the strategies for managing midterm rentals, and the importance of having a good property management system. Vivian also shared insights on attracting a diverse range of guests and the benefits of a hybrid model that combines short term and midterm rentals.   How to connect with Vivian:  @vivianyip_official  VivianYip.com/about   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl 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 Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA

In this episode of the Short Term Show, Avery welcomed Chris and Jena Hartman, a dynamic duo who are both pilots and successful real estate investors. Chris and Jena shared their backgrounds, explaining how they both grew up in military households and eventually met at the Air Force Academy. They discussed their initial entry into real estate, which began with a piece of advice from a mentor: buy a house at every base and turn it into a rental property when you move. This strategy laid the foundation for their real estate journey. Chris and Jena detailed their first property purchase in Enid, Oklahoma. They touched on the challenges they faced, such as dealing with HOAs. They also emphasized to listeners that you really can manage a property from anywhere.    How to connect with Chris and Jena:  Hartmanequities on Instagram     How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl 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 Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA

In this episode of The Short Term Show, Avery welcomed Laura Sides, a former middle school biology teacher who transitioned into real estate investing. Laura shared her journey from teaching to becoming a stay-at-home mom to discovering her passion for real estate and the challenges she has faced along the way. Laura explained her strategy of using HELOCs for short-term flips and paying them off quickly, rather than using them for long-term investments. She also touched on her experience transitioning to property manager for their short term rentals and they discussed the difficult task of firing property managers.    How to connect with Laura:  @sides_investing on Instagramhttps://sidesinvesting.com   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl 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 Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA