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Kyle Stanley discusses his journey into short-term rentals, starting with his realization that he didn’t want to work forever. After trying different ventures like multi-level marketing and sales, he turned to real estate and Airbnb, building a successful business with 65+ units in Fresno, Phoenix, and Scottsdale in just three years. He also runs a podcast, The Fearless Investor, where he shares insights about real estate investing.

In this interview, Avery, the host, speaks with Diya, a former litigation attorney turned real estate investor, about her journey into real estate investing, focusing on boutique hotels and short-term rentals. Diya shares her background, her transition from law to investing, and insights into running a successful short-term rental business, including setting up her parents’ home for STR purposes.

Avery hosts real estate tax experts Amanda Han and Matt McFarland, who discuss tax advantages for short-term rental investors, demystifying key deductions and tax-saving strategies.

In this episode of The Short Term Show, Avery hosts a panel of short-term rental experts: Dr. Rachel Gainsbrew, Bill Faeth, and Mike Shogron. They dive into how to properly vet and choose a mentor, mastermind, or course in the short-term rental space. The conversation highlights the importance of self-education, niching in your strategy, and doing your due diligence before investing in mentorship programs.

Brandon Robert, a young social media influencer with 11 million followers on TikTok, shares his unconventional path to real estate investing on “The Short Term Show” with Avery. He talks about how he started investing at a young age, transitioned from social media fame into property investing, and debunks the misconception that a traditional 9-to-5 is necessary for success in real estate.

Hostfully. Margot shares her journey from working at Apple, where she launched the iPhone Developer Program, to managing recurring revenue at ServiceSource, and eventually co-founding Hostfully. She talks about how her career shift came from wanting to connect with industries that make a tangible impact on people’s lives.

Avery, host of The Short Term Show, interviews Sarah and Annette from Thanks for Visiting. They discuss their journey in short-term rentals, with Annette starting in New York before moving to Columbus, and Sarah building her career through real estate partnerships. They talk about overcoming regulatory challenges, co-hosting, and different strategies in the short-term rental industry.

Beth and Atticus Mulholland, a married couple, discuss their journey into real estate investing on Avery’s show. They share how they transitioned from Boston to Dallas, found inspiration from Bigger Pockets, and eventually ventured into short-term rentals, overcoming initial challenges to grow their portfolio.

Host Avery and guest Julie discuss the differences between spec builds and custom builds for short-term rental properties. They cover financial aspects, the building process, and potential challenges.

Avery hosts Derek Tellier and Tim Grillot to discuss common mistakes real estate investors make, particularly how many are stuck in the mindset of 2021’s market. They talk about how the market has shifted, emphasizing the importance of staying dynamic and engaged, rather than assuming every property will get multiple offers. Staying in close communication with agents and not being discouraged by market changes are key points.