In this episode of the Short Term Show, Avery welcomes Jay Ulrich, CEO of HostBuddy AI, to discuss their innovative AI messaging software designed to enhance the STR experience for guests and hosts. Jay explains how HostBuddy aims to save hosts' time and money by improving response times and ensuring guests receive timely, human-like assistance. The software integrates seamlessly with property management systems and offers features beyond messaging, making it an essential tool for hosts...

On this week's episode, Avery welcomes Chris Watson, a retired military veteran with 29 years of service, to share his journey into real estate. Chris discusses how his military background influenced his investment strategies, beginning with the purchase of a home in 2006. Chris also shared insights into his property portfolio, which includes nine STRs and one LTR, spread across the Smoky Mountains and the Emerald Coast. He discussed the importance of having a diverse range of property sizes...

In this episode of the Short Term Show, Avery the pleasure of interviewing Patrick Andres, a successful short-term rental investor based in Alabama. Patrick shared his journey from attorney to full time STR investor. Avery and Patrick discussed the strategies that have contributed to his success, such as targeting properties that have been on the market for a while, making strategic renovations, and more. They also delved into the challenges and rewards of managing properties in...

In this episode of The Short Term Show, Avery had the pleasure of speaking with Cody Ball, a passionate real estate investor and co-hosting entrepreneur based in Kansas. Cody shared his initial foray into real estate investing with long term rentals, where he successfully acquired two properties that generated steady cash flow. However, he soon realized he wanted to accelerate his financial growth and retire early. Cody and his wife then decided to shift focus to short term rentals and...

 On this week's episode Avery is joined by Gino Barbaro! Avery and Gino delved into the critical components of successful real estate investing: buying right, managing right, and financing right. They discussed how many investors struggle when they overlook these fundamentals, especially in the current market climate where lending is becoming more challenging. They also covered the importance of choosing the right market for multifamily investing. Gino emphasized the need for job and...

In this episode of the Short Term Show,Avery welcomes Stephanie Fang and Wilson Liang who dive into their investment journey in the Texas Hill Country. Stephanie and Wilson detailed their impressive portfolio, which includes 56 doors comprising duplexes, short term rentals, and a partnership in a 52-unit apartment complex. They shared insights into their first short term rental deal, a unique property featuring a converted Greyhound bus, and how they managed to gross over six figures annually...

It’s Tax Time! Enjoy the re-release of this podcast Avery did with two of the biggest names in Taxes and Depreciation. In this episode, Avery is joined by Amanda Han and Yonah Weiss to go over the ins and outs of cost segregation. They’ll discuss how to get tax savings through your short term rentals, why your location and land value matter, tips for tracking your hours, the importance of consulting a real estate focused CPA and more!     Connect with Amanda and Yonah: Weiss Advice Podcast,...

In this episode of the Short Term Show, Avery welcomes Kathy Fettke, founder of Real Wealth and a seasoned real estate investor, to discuss her journey in real estate and short term rentals. Kathy emphasized the importance of knowing your market and shared insights on how she managed to make a profitable short-term rental in an ultra-luxury market like Malibu. They also delved into Kathy's broader real estate portfolio, her early experiences with house hacking, and how she managed to build a...

This week Avery is joined by real estate investor and STR co-host, Sarah Pell. Sarah shared her insights on why they chose a condo over a single-family home, highlighting the benefits of having an HOA that manages maintenance issues, which allows them to focus solely on their unit. In addition to owning properties, Sarah has ventured into rental arbitrage and co-hosting, managing multiple properties across different markets, including Tampa Bay and Wilmington, North Carolina. She also shared...

In this episode of the Short Term Show, Avery welcomes Brian Luebben, founder of Action Academy, who shares his journey from corporate sales to financial freedom through real estate investing and entrepreneurship. He emphasizes the importance of taking action and overcoming the fear of failure, encouraging listeners to immerse themselves in communities of successful individuals to foster growth and motivation. Brian introduces his framework of "Survive, Arrive, and Thrive," which helps...

On this episode of the Short Term Show, Avery interviews Oscar Viteri, an immigrant from Ecuador who has built a successful real estate portfolio in Wisconsin. Oscar shares his journey from medical school in South America to moving to the U.S. with his wife and delving into real estate investing. Despite being new to the industry, they have already grown their portfolio to three properties in Wisconsin while managing from Iowa. Oscar also discusses how they ended up in Iowa and why they...

This week Avery is joined once again by Rich Somers! Rich share updates on his latest ventures and insights into the world of boutique hotel investing. They chat about Rich's boutique hotel fund, as well as the transition from STRs to boutique hotels. They also address the appreciation vs. cashflow debate and touched on some current market insights.     How to connect with Rich: @Rich_Somers on Instagram somerscapital.com The Rich Somers Report Podcast   How to connect with Avery: The Short...

In this episode of the Short Term Show, Avery introduces Colin Carvey, the CEO and founder of data company Revedy. They delved into the challenges of obtaining accurate data in the short term rental space, such as the limitations of scraping data from platforms like Airbnb and VRBO. They also discussed the market trends we have seen since COVID, as well as the value of being able to underwrite deals.    How to connectt with Colin: revedy.com @revedystr on Instagram   How to connect with...

This week Avery is joined by  Wall Street Journal bestselling author, TV star, and highly successful real estate investor, Pace Morby. Pace delves deep into the concept of "Subject To" and seller financing, revealing how these strategies can revolutionize your real estate investing game. He explains how taking over someone else's payments or creating new terms directly with the seller can eliminate traditional barriers like credit checks and large down payments. They also disussed the...

In this episode of the Short Term Show, Avery and Brenna Carles discuss the current mortgage rates landscape with a focus on investment and second home loans. They go over what factors influence interest rates, how the media impacts interest rates, the possibility of future rate cuts and more.      How to connect with Brenna: @the.mortgage.shop @brenna.carles https://mortgage.shop/   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow...

This week, Avery interviews Kassidy Warren, who shares his journey of leaving the corporate world to pursue full-time short-term rentals and van life. Kassidy discusses his background growing up frugal, his transition from an engineering career in the corporate world, to his burnout and desire for a change in direction. Kassidy detailed his initial foray into real estate investing, highlighting his first property purchase in Cleveland, Ohio, and the lessons learned from managing an Airbnb. He...

In this episode of the Short Term Show, CPA Ryan Bakey shares his experience defending and winning an audit on the STR tax loophole. Ryan emphasized the importance of having a CPA who specializes in real estate and understands the intricacies of the tax laws related to short-term rentals. They also discussed how critical it is to maintain meticulous records, financial statements, and documentation in real estate investing.  

In this episode of the Short Term Show, Avery interviews Adam Czajkowski. Adam shares his unconventional journey into real estate, starting from a background in baseball to working for the New York Yankees, and eventually transitioning to sales to gain back time and financial stability. They delved into the challenges of finding deals, especially in untapped markets, and the importance of having multiple exit strategies. They also talked about the significance of networking and building...

This week Avery is joined by Jayla Siciliano, CEO of Atlas Vacations and host of the Seed Money podcast, who shares her experience appearing on Shark Tank in season five. She describes the behind the scenes of Shark Tank and the lasting impact of the exposure gained from the show. Jayla also shared the story of how her foray into real estate began somewhat accidentally, and how that led to her starting her own management company.    How to connect with...