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The Short Term Show

Latest episodes

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Jul 31, 2024 • 28min

Defending the STR Tax Loophole: Ryan Bakke's Success Story

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.   Check out Ryan's previous episode: Apple Spotify   How to connect with Ryan: taxstrategy365.com https://www.facebook.com/groups/taxstrategyforinvestors https://www.learnlikeacpa.com/     How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jul 24, 2024 • 34min

Scaling Smart: Financing and Managing Multiple STRs with Jen Dickson

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 their investments. They also discussed the challenges and benefits of managing properties across different markets, with Jen advising new investors to consider starting in drivable destinations to maintain a sense of control and familiarity.   How to connect with Jen: @evereste.experiences   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA  
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Jul 17, 2024 • 33min

Adam Czajkowski's Journey From MLB Scout to Real Estate Investor

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 genuine relationships in the real estate industry.    How to connect with Adam: @scouting4wealth   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA  
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Jul 10, 2024 • 41min

Navigating Securities Law and Syndications with Bethany LaFlam

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 regulations and provided practical advice on how to avoid accidentally creating a syndication.   How to connect with Bethany: https://bethanylaflam.com/   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jul 3, 2024 • 50min

Creating Unique Guest Experiences in Remote Locations with Lauren Cecil

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 challenges and rewards of managing a remote property and how she has successfully hosted various events, from adventure photography workshops to run-and-gun obstacle courses.   How to connect with Lauren: https://www.riobravoranchtx.com/https://www.instagram.com/riobravoranchtx/   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jun 26, 2024 • 35min

Jayla Siciliano's Path from Shark Tank to Real Estate

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 Jayla: atlas-vacations.comseedmoneypodcast.com   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jun 19, 2024 • 36min

Using a Design-Centric Approach to Maximize Profits with Ishita & Harshad Lalan

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 on a strategic design formula that includes market research, client consultation, and data analysis to maximize property performance. They emphasize the importance of understanding the target market and guest preferences when designing a property, highlighting the significance of creating a standout "hero shot" and prioritizing amenities that align with guest expectations.   How to connect with Ishita Interiors: https://discovery.ishitainteriors.com/ @Ishita.interiors on Instagram https://www.facebook.com/ishita.nagda/   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jun 12, 2024 • 26min

Maximizing Your Property's Potential with Neighbor CEO Joseph Woodbury

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 the community-building aspect of Neighbor, where local residents can support each other by providing storage solutions.   How to connect with Joseph: www.neighbor.com   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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Jun 5, 2024 • 35min

Mastering Real Estate Investments While Creating Legendary Family Lives with Jim Sheils

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 understanding the complexities involved in new construction. Jim also shares some insights on his other passion, building a successful family life. He advocates for creating a balance between professional success and personal fulfillment, emphasizing scheduled quality time with family to build lasting relationships and prevent regret.     How to connect with Jim: southernimpressionhomes.com https://www.18summers.com   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA
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May 29, 2024 • 56min

AJ Osborne on Overcoming Adversity and Building a Self-Storage Empire

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 having a "margin of stupidity," as they discuss the importance of keeping your real estate investing strategy simple and repeatable.   How to connect with AJ: https://www.cedarcreekwealth.com   How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ www.strquestions.com Follow Avery Carl on Instagram  Follow Avery Carl on TikTok Join the Short Term Shop Facebook group! Check out the Short Term Shop on Youtube     For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties  - https://amzn.to/3Adg6PA

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