Float or Founder is the Toronto startup podcast. Learn from the career and management experiences of local startup and business entrepreneurs, founders, executives, and venture capitalists in Toronto, Canada. Hosted by Samantha Lloyd and Lisen Kaci.
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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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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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Why Your Evenings and Weekends are the Secret to Real Estate Success with Matt Krueger
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43:06On 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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From Million-Dollar Deals to Federal Prison: The Portia Louder Story
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39:46On 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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Real Estate Hacks That Could Land You in Prison with Real Estate Attorney Carrie Risatti
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46:53On 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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More Than Money: How Joy Transformed Paul Graham’s Short Term Rental Journey
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42:24On 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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How Art Can Elevate Your Rental with Dave Blanch
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34:38On 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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Scaling to 100+ Rentals: The Grit & Growth of Tennis Pro Ashley Freeman
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30:36On 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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From Floating Houses to Host Advisor: Kate Almeda’s Unique Airbnb Journey
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31:34On 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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How Cynthia and Chris Hanson Built Their Portfolio From Scottsdale to the Smokies
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39:27In 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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Opportunities and Strategies for Real Estate Investing in 2025 with Rich Somers
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36:25In 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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Economic Policies and Their Effects on Short Term Rental Markets with Chuck Kramer
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32:55In 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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Navigating VRBO's New Policy with Short Term Shop Agents: What Vacation Rental Sellers Need to Know
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39:30In 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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Secrets to Building a 30 Door Portfolio with Jefferson Calloway
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31:24In 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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Crafted Stays: Revolutionizing Direct Booking Websites for Short Term Rentals with Gil Chan
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32:26In 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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Analyzing "Best Short Term Rental Market" Lists with Chuck Kramer
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43:52In 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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How Vivian Yip Used Midterm Rentals to Get Her Life Back
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34:09In 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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How Air Force Pilots Chris and Jena Hartman Built a Thriving Real Estate Portfolio
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31:54In 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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From Teacher to Investor: Laura Sides on Using HELOCs Wisely
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30:38In 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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Assessing the Real Estate Opportunities and Challenges Coming in 2025 with Rick Sharga
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36:32On 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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Surviving the Worst Real Estate Market in 65 Years with The Short Term Shop Agents
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51:22This 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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3 Ways That Real Estate Builds Wealth OTHER Than Cash Flow
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27:13In 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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Mastering Cash Flow Management with M.C. Laubscher
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30:31In 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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How AI Can Streamline Guest Interactions with HostBuddy AI CEO Jay Ullrich
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28:56In 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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Self-Managing Short Term Rentals While Serving in the Military with Chris Watson
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31:33On 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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Tips from Patrick Andres on Finding Hidden Real Estate Deals
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39:13In 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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Proving the Power of Consistency with Cody Ball
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34:09In 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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The Importance of Teaching Financial Intelligence to the Next Generation with Gino Barbaro
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36:33On 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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From Healthcare to Hill Country: Stephanie and Wilson's STR Success
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37:57In 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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Expert Advice on Cost Segregation and Taxes with Amanda Han and Yonah Weiss
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43:05It’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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Free Up Your Time Without Sacrificing Growth: Scaling Smart with Kathy Fettke
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39:49
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39:49In 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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Navigating Rental Arbitrage: Insights from Sarah Pell's Diverse Portfolio
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32:00This 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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Survive, Arrive and Thrive: Brian Luebben's Blueprint for Success
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44:25In 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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How Oscar Viteri Went From No Experience to 3 Properties In A Year
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29:04On 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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How Rich Somers Increased His Revenue From 180k to nearly 700 in 12 Months
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38:41This 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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The Impact of Data on Short Term Rentals: A Deep Dive with Revedy's Colin Carvey
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42:15In 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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The Power of Subject To: Unlocking Real Estate Success with Pace Morby
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1:00:45This 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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The Great Stalemate: Buyers, Sellers, and Interest Rates in 2024 with Brenna Carles
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32:21In 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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Lindsey Iskierka's Journey Investing in Southern California and Beyond
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50:56In 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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How Kassidy Warren Scaled Up From Van Life to Boutique Hotels
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36:49This 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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Defending the STR Tax Loophole: Ryan Bakke's Success Story
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27:43In 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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Scaling Smart: Financing and Managing Multiple STRs with Jen Dickson
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33:49In 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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Adam Czajkowski's Journey From MLB Scout to Real Estate Investor
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32:36In 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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Navigating Securities Law and Syndications with Bethany LaFlam
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41:24In 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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Creating Unique Guest Experiences in Remote Locations with Lauren Cecil
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49:39This 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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Jayla Siciliano's Path from Shark Tank to Real Estate
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34:45This 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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Using a Design-Centric Approach to Maximize Profits with Ishita & Harshad Lalan
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35:54In 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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Maximizing Your Property's Potential with Neighbor CEO Joseph Woodbury
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26:02On 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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Mastering Real Estate Investments While Creating Legendary Family Lives with Jim Sheils
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34:53This 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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AJ Osborne on Overcoming Adversity and Building a Self-Storage Empire
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55:40In 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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Diving Deep into House Hacking with Craig Curelop
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27:41In 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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