The Short Term Show

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

On this week's episode Avery had the pleasure of chatting with Rick Sharga, CEO and founder of the C.J. Patrick Company. Rick explained that the current market dynamics are driven by a significant number of young adults reaching the prime age for first-time home buying, coupled with a shortage of available homes. They also touched on the potential for relief in the market. Rick is optimistic that by the end of 2025, we might see mortgage rates drop to around 6%, with home prices stabilizing and wage growth continuing. They also explored how media reports influence consumer behavior more than actual market conditions.   How to connect with Rick: https://cjpatrick.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

This week's episode is a deep dive into the challenging real estate landscape of 2024, which has been marked as the worst market in the past 65 years in terms of homes sold. Avery welcomes four top real estate agents; January Johnson, Pete Apposato, Wayde Hall and Jonathan Lazzarino to discuss the implications for short term rental investors. Their conversation covers buying and selling insights from the year, advice for navigating the current market conditions and what opportunities await buyers in 2025.   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 dives into the critical aspects of real estate investing beyond the most commonly emphasized metrics of cash flow and cash on cash return. Throughout the episode Avery outlines three alternative wealth generating strategies that investors should keep in mind when calculating their return on investment. Avery acknowledges the importance of cash flow in achieving financial freedom while also encouraging listeners to broaden their perspective and consider additional ways to build wealth through real estate ownership.   Check out our previous episodes with licensed CPAs: Amanda Han and Yonah Weiss Amanda Han and Matt Mcfarland Ryan Bakke Ryan Bakke Brandon Hall   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

On this week's episode Avery, Luke and Tim went over some of the essential strategies for navigating the holiday season and preparing for 2025. They discussed the importance of pricing and booking strategies as we approach Christmas and New Year's, especially with the holidays taking place on Wednesdays this year. Luke shared his approach to packaging holiday bookings, emphasizing the need to adjust prices for less desirable dates. He also touched on the significance of maintaining high base rates for the upcoming summer months while being proactive in filling in gaps during the slower winter season. They also discussed the demographic shift in travelers expected for 2025, with a notable increase in older travelers, and how this might affect bookings.   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