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The Short Term Show

8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl

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The Short Term Show is your home for all things short term rental (Airbnb) investing and management. Host Avery Carl interviews successful real estate investors and CEOs of Airbnb related startups to bring inspirational and actionable content to listeners. Whether you are an experienced Airbnb investor or co-host, or you’re just getting started, The Short Term Show is your home for all things short term rental content. About the host: Avery Carl bought her first Airbnb in 2015, and has since ...
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LEON MESTER

Leon MESTER

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Born in the early 80's and raised on African beats (his roots), Reggae, Funk, Pop /Rock, Hip Hop, House, Break Beats or Electro... Phangan FM's Founder and Instructor/Producer at Koh Phangan Academix Dj School (since 2013). An uncompromising follower of the DIY (do it yourself). Constantly digging for new music, while shaping his own and mixing into various genres dj sets... He was just 15 when he discovered the Electronic scene alongside Jeff Mills, Laurent Garnier, Nathan Fake, Oxia and mo ...
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Far too often, governments behave like toddlers. They’re fickle. They don’t like to share. And good luck getting them to pay attention to any problem that isn’t directly in front of them. They like to push each other to the brink, and often do. But when they don’t, it’s usually because other people enter the proverbial room. Private citizens who step up and play peacemaker when their governments won’t or can’t. People who strive for collaboration and understanding, and sometimes end up findi ...
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On this week's episode, Avery is joined by Matt Krueger. Matt shares his journey from working dead-end jobs to becoming a full-time real estate investor with a portfolio of 11 properties across Iowa. He dives into his strategies for blending long-term and short-term rentals, financing deals creatively with home equity lines of credit, and how local…
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On this week's episode, Avery is joined by Portia Louder, a former real estate investor who served five years in federal prison for mortgage fraud. Portia shares the gripping story of how she transitioned from a hardworking photographer and mom to being deeply involved in high-risk real estate deals that spiraled into illegal territory. She offers …
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On this week's episode, Avery is joined by commercial real estate attorney Carrie Risatti to dissect some of the most common real estate “hacks” that could land investors in serious legal trouble. Carrie breaks down what qualifies as mortgage fraud, how easily it can happen, and the federal consequences that follow. The two dive into gray and red a…
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On this week's episode, Avery is joined by Paul Graham, an experienced investor with a background in commercial real estate who has transitioned into short-term rentals. Paul shares insights on the importance of bringing joy into real estate investments, discussing how his properties not only generate cash flow but also create memorable experiences…
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On this week's episode, Avery is joined by muralist Dave Blanche, the founder of BlestDesign, to discuss the impact of murals on short term rental properties. Dave shares his journey from graffiti and canvas work to large-scale murals, detailing how he broke into the Airbnb market. He explains how murals enhance guest experiences, improve booking r…
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On this week's episode of The Short Term Show, Avery is joined by Ashley Freeman, a former tennis pro turned short-term rental powerhouse. Ashley shares how she transitioned from teaching tennis to managing over 100 properties in a college town, leveraging local knowledge and relationships for success. She dives into the pros and cons of investing …
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On this week's episode of The Short Term Show, Avery is joined by Kate Almeda, a seasoned Airbnb host and short-term rental expert. Kate shares her journey from managing concerts and working on the Vans Warped Tour to building a career in short-term rentals, including her experience with home-sharing, managing unique stays like surf shacks, and wor…
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In this episode of The Short Term Show, Avery welcomes Cynthia and Chris Hanson, a couple based in Mesa, Arizona, who currently own and manage three properties. Cynthia shares her background in hospitality management and how that has helped make the transition into STRs more seamless. They also share the story of how they chose their properties in …
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In this episode of The Short Term Show, Avery is welcoming back Rich Somers! Rich highlighted the unique opportunities available in 2025, particularly due to the current supply and demand dynamics in the housing market. He pointed out that while many are waiting for interest rates to drop, experienced investors are still actively buying properties,…
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In today's episode, Avery and Chuck dive into some current events in the short term rental space and discuss how the second Trump administration could impact the real estate industry. We also touched on how international travel patterns and population migration within the country could impact various markets. We both stress that while there are cha…
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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…
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In this episode of the Short Term Show, Avery welcomes Jefferson Calloway. Jefferson shares his journey into real estate, starting from his time as a helicopter pilot in the military stationed in Alabama, where he purchased his first rental property. He discusses his transition back to the East Coast and his focus on home remodeling, highlighting t…
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In this episode of The Short Term Show, Avery introduces Gil Chan, a real estate investor who has recently launched an innovative platform for direct bookings called Crafted Stays. Gil explains the importance of having a direct booking presence and how Crafted Stays offers a user-friendly, affordable solution for hosts. We also discuss the potentia…
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In this episode of the Short Term Show, Avery and her guest, experienced vacation rental investor, Chuck Kramer, dove into the latest lists of best places to invest in vacation rentals, released by various data and management companies. They aimed provided insight on various lists while providing clarity on how to interpret the markets included in …
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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 st…
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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, whic…
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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…
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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 …
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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…
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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. …
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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 packag…
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In this episode of The Short Term Show, host discusses cash flow management and investment strategies with guest M.C. Laubscher, a seasoned investor with nearly 25 years of experience. M.C. shared his unique background, growing up in South Africa during a time of significant change, which shaped his understanding of business and investing during un…
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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. Th…
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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 …
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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 m…
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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 rea…
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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 c…
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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…
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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 f…
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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 …
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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 ar…
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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 communi…
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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…
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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…
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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…
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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 creatin…
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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.…
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In this episode of the Short-Term Show, Lindsey Iskerka shares her journey from personal trainer to successful real estate investor in California. Lindsey discusses her initial skepticism about real estate as a wealth-building strategy, her entry into the industry through a mentorship program, and her eventual success in house hacking, out of state…
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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…
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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 meticulou…
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In this episode, Avery had the pleasure of speaking with Jen Dickson, a seasoned short-term rental investor who has successfully navigated multiple markets. Jen detailed their strategic approach to selecting markets, emphasizing the importance of choosing locations they personally enjoy and frequent. They also delved into the financial aspects of t…
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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 i…
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In this episode, Avery had the pleasure of speaking with Bethany LaFlam, the managing partner of Premier Law Group. Bethany shared her extensive knowledge as a securities lawyer, explaining the intricacies of syndications and joint ventures, particularly in the context of short-term rentals. She highlighted the importance of compliance with SEC reg…
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This week Avery is joined by Lauren Cecil, an innovative entrepreneur who has successfully transformed her property in West Texas into a multi-faceted business. She shares her journey of transforming her inherited property into a thriving business that includes a campground, a luxury short-term rental, and a Jeep rental service. She talks about the…
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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 …
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In this episode, host Avery Carl interviews Ishita and Harshad Lalan, the founders and owners of Ishita Interiors. The couple shares their journey into the world of STRs as investors and how their background in design and engineering has shaped their success in the industry. Ishita and Harshad discuss their unique approach to STR design, focusing o…
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On this episode, Avery is joined by Neighbor CEO and founder Joseph Woodbury. Joseph shares how Neighbor provides a unique opportunity to maximize income from short term and long term rentals. Joseph also addresses common concerns, such as the types of items allowed and the security measures in place to ensure high-quality renters. He emphasizes th…
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This week Avery is joined by Jim Sheils, real estate investor who specializes in the build-to-rent model. They discuss the advantages of Build-to-Rent, emphasizing its efficiency in reducing maintenance costs and increasing tenant retention compared to older properties. Jim highlights the importance of starting small, and the necessity of understan…
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In this episode, Avery sits down with AJ Osborne, a self-storage investing mogul and the founder of Cedar Creek Capital. AJ shared his incredible journey from insurance sales to becoming a leading figure in the self-storage industry, and how this asset class played a crucial role during a life-altering personal crisis. AJ emphasizes the concept of …
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In this episode, Avery is joined by Craig Curelop to talk about the house hacking strategy and how it can change the tragectory of your life. They discuss the different approaches to househacking, how fluctuating interest rates have impacted house hacking, the most ideal markets for house hacking and more. How to connect with Craig: https://www.the…
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