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STR Investing, The Podcast
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STR Investing, The Podcast

Author: Sabrina Guler & Taylor Jones

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Welcome to STR Investing, The Podcast, where host Taylor Jones reveals the keys to financial freedom through short-term rental investing. Whether you're taking your first step into this lucrative market or looking to expand your portfolio, this podcast is your ultimate resource for success.

Taylor, who has successfully acquired over 150+ properties, brings not only his personal experiences but also sits down with industry experts to share insights and stories from every corner of the STR world. From sharing insights of building 9 figures of STR businesses, to staying on top of the latest trends in acquiring, designing, furnishing, and operating profitable short-term rentals, he covers it all.

But that's not all. We're also lifting the veil on the challenges and triumphs of entering the industry, offering invaluable advice that you won't find anywhere else. Whether it's navigating regulatory changes or finding the perfect property, STR Investing, The Podcast is your trusted guide at every stage.

Join Taylor as he shows you how short-term rental investing can lead to financial freedom. Don't just dream about it - make it a reality with STR Investing, The Podcast today.

20 Episodes
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In this episode of the STR Investing Podcast, host Taylor welcomes Jay Bowman, a seasoned real estate investor with over 20 years of experience, to discuss his journey into short-term rentals. Jay shares how a conversation with a friend about the impressive earnings potential of Airbnb sparked his transition from long-term and college rentals to short-term rentals. He delves into his approach of purchasing distressed properties, navigating Louisville's evolving regulations, and converting dup...
In this episode, host Taylor welcomes Max Gagliardi, an oil and gas entrepreneur who cracked the code on luxury short-term rentals. Max reveals how he transformed his real estate side hustle into a thriving business, building high-end properties that attract premium guests and skyrocket revenue. From nailing down cost basis strategies to developing jaw-dropping, waterfront properties, Max shares the exact tactics he’s used to scale fast in a cutthroat market. Tune in to learn how design, mark...
In this episode of the STR Investing Podcast, host Taylor dives into a comprehensive discussion with Eric Moeller from Freewyld. Eric shares his extensive journey in the short-term rental industry, starting with his early days in rental arbitrage, through his evolution into property management, and now leading Freewyld.With a focus on creating exceptional guest experiences, Eric highlights the shift from mere rental transactions to prioritizing hospitality, especially post-COVID. He also touc...
In this episode of the STR Investing Podcast, Taylor chats with Brett, a young short-term rental entrepreneur who started his journey before even reaching the legal drinking age. Brett shares how he transitioned from aspiring realtor to successful short-term rental investor, highlighting his first major deal—a set of cabins in Hocking Hills, Ohio, which he transformed into a thriving venture by leveraging data and marketing. He also discusses his strategic shift to unique, high-demand pr...
In this episode of the STR Investing, The Podcast, host Taylor Jones welcomes Ben Wolff, the man behind "unique stays" and a pioneer in the short-term rental market. Ben shares his journey from humble beginnings in New York City to creating extraordinary treehouse hotels and innovative outdoor hospitality experiences. He delves into the game-changing power of influencer collaborations, recounting a remarkable story where a single influencer helped generate $25,000 in direct bookings with...
In this episode of the STR Investing Podcast, host Taylor Jones welcomes Tyann Marcink, dubbed the "Queen of Guest Experience," to discuss her journey in turning overlooked properties into successful short-term rentals. Tyann's transformation of the drug house into a lucrative Airbnb involved extensive renovations and strategic upgrades, turning the dilapidated property into a desirable vacation rental. This impressive feat highlights her ability to see potential where others might...
Welcome to another episode of STR Investing, The Podcast, hosted by Taylor Jones. In this episode, we are thrilled to have Allen Meringolo join us to dive deep into the strategies and insights on how to transform your Airbnb expenses into lucrative revenue streams. Allen, an experienced short-term rental expert, shares his proven methods for maximizing profits, cutting unnecessary costs, and leveraging innovative approaches to turn every dollar spent into a profitable investment. Whether you'...
Join us for an insightful episode featuring Rob Leventhal, a seasoned short-term rental investor with a remarkable journey and effective real estate tactics. In this episode, Rob shares his experience in building a successful short-term rental portfolio, including his strategic decisions, challenges, and triumphs. Learn about the importance of return on equity, the power of 1031 exchanges, and how Rob managed to turn a single property into multiple high-performing assets. Whether you're new t...
In this episode of STR Investing, we welcome Eric Goldreyer, founder of BNB Finder—a direct booking platform designed to help guests find their next short-term rental without the high fees of traditional OTA platforms. Eric shares his inspiring journey from BedandBreakfast.com to Turnkey Vacation Rentals and now BNB Finder. We dive into the benefits of direct bookings, professional property management, and the future of the short-term rental industry. Whether you’re a newbie or a seasoned pro...
Sabrina x2 on this episode! Join us for an insightful episode of STR Investing, where Sabrina Guler welcomes Sabrina Calnan, an expert in short-term rental revenue management and listing optimization. Sabrina Calnan shares her journey from the corporate world to mastering the art of Airbnb, discussing strategies to maximize revenue for individual hosts and property managers. This episode is packed with valuable insights for both seasoned investors and new entrants in the short-term ...
In this episode of STR Investing, Taylor Jones welcomes Jeremy Werden to share his incredible journey from investing in his first short-term rental just three years ago to now owning a portfolio of 25 Airbnb listings and 7 boats, generating over $1,000,000 per year. Jeremy built his portfolio from scratch with minimal startup capital, documenting his entire journey while growing an audience of 200,000 on social media. Within a year, he was able to go full-time and achieve financial freedom, a...
In this episode of STR Investing, host Taylor Jones interviews Aidan Groll and dives deep into innovative financing strategies that will help you acquire short-term rentals without the need for a hefty down payment. Learn how savvy investors are leveraging creative solutions to secure properties at half the current interest rate. If you're eager to expand your STR portfolio, this episode is a must-listen!
In this unique episode of STR Investing, host Sabrina Guler departs from the usual interview format to answer some of the most frequently asked questions she receives. Sabrina shares insights from her transition from working at Apple to starting her journey in short-term rental investing. Covering topics from her first property purchase challenges to strategic advice for new investors, this episode dives deep into the practicalities and personal experiences behind successful STR investing.TIM...
In this insightful episode of "STR Investing," host Sabrina welcomes Brooke Rigolini, head of property management at Techvester, to dive deep into the nuances of property management within the short-term rental industry. Brooke shares her extensive background in hospitality and property management, emphasizing the importance of guest experience and proactive communication. Listeners will learn about handling unexpected issues, enhancing guest stays through thoughtful gestures, and the impact ...
Join us in this insightful episode as Taylor sits down with Austin Palacios, a pioneering short-term rental (STR) investor from West Palm Beach, Florida. With a rich background in wealth management, Austin made a significant career pivot in 2021 to focus full-time on short-term rental investments. He co-founded a dynamic management company tailored to the unique demands of the South Florida vacation rental market.Throughout the episode, Austin shares the innovative systems and processes he de...
Join us on the "STR Investing" podcast as we chat with Mark Lumpkin, head of Sales at STR Cribs. Mark is an expert in transforming properties for short-term rentals and has overseen the installation of over 500 rentals in his career. He shares practical tips for property renovations, cautionary tales to avoid, and essential advice for first-time owners. Whether you're a new investor or looking to enhance your portfolio, don't miss Mark's wealth of knowledge. Connect with him on LinkedIn at ht...
In this episode of STR Investing, The Podcast, host Sabrina Guler sits down with Austin Weinerman, the Head of Revenue at Techvestor. With a wealth of experience managing over $20 million in revenue across various portfolios, Austin delves into the crucial strategies for maximizing revenue in short-term rental (STR) properties.From the get-go, Austin emphasizes the importance of listing the right photos and understanding the pivotal role amenities play in attracting guests. He shares invaluab...
In this episode, we're joined by Taylor Jones, the Head of Acquisitions at Techvestor and the co-host of the STR Investing Podcast.With a remarkable track record of helping Techvestor acquire over 150 successful STR properties, Taylor Jones is a seasoned expert in the field. Join us as Taylor shares his wealth of knowledge and insider tips on purchasing the perfect STR property.Throughout the episode, Taylor dives deep into the strategies and considerations that have contributed to his succes...
Dive into the world of data-driven short-term rental investing in this insightful episode of STR Investing, The Podcast, where host Sabrina Guler is joined by John Bianchi, known in the industry as "The Airbnb Data Guy." As the founder of STR Search, a service dedicated to helping investors find profitable, hand-picked properties across the nation, John brings a unique perspective on how to leverage data for strategic investment decisions.In this episode, John shares his expert analysis on id...
Join us on STR Investing, The Podcast, where host Sabrina Guler sits down with former Airbnb insider and short-term rental design expert, Kaitlyn Rowsey. In this enlightening episode, Kaitlyn shares her invaluable insights into how strategic design can significantly boost the profitability of your short-term rental. Drawing from her rich experience at Airbnb, she reveals the design secrets that not only enhance guest experiences but also ensure your listing stands out in a crowded marketplace...