The Short Term Show

Michael Chang, a seasoned short-term rental investor, manages 38 properties across diverse locations like Philadelphia and the Smoky Mountains. He shares insights on leveraging technology and virtual assistant teams for efficient property management. Michael discusses the importance of providing quality amenities and differentiating guest experiences in today's competitive market. He also dives into strategic investments, addressing how to balance property upgrades with financial fundamentals and the evolving dynamics of the rental landscape.

On this week's episode, Avery is joined by Tammy Gibbons, who shares how she and her husband transformed their 120-acre Wisconsin family farm into a thriving short-term rental business through a 1031 exchange. Tammy discusses how they landed on Panama City Beach as their market, the decision to self-manage while balancing full-time careers and parenting, and why condos—despite the stigma—ended up being the right investment. She also dives into how systems, communication, and intentional habits have helped her stand out and succeed, grossing $200K annually from two beachfront condos.    How to connect with Tammy: www.enjoytheviewstr.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 books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

This week, Taylor Jolly, founder of Roam Free Vacation Home Rentals, shares his journey from construction to real estate investing in hot markets like Austin. He dives into creative strategies for maximizing cash flow through co-living and large short-term rentals. Taylor discusses navigating Austin's rental challenges and the unique appeal of amenities, from poker sheds to above-ground pools. He emphasizes the importance of strategic investments and mentorship in achieving success in short-term rental markets.

Brandon Hall, a tax expert from Hall CPA specializing in short-term rentals, joins Nathan Sosa to unpack the short-term rental tax loophole. They reveal how investors can offset W2 income and the importance of documentation for surviving IRS audits. The duo explores depreciation, bonus depreciation updates, and common tax traps often overlooked by influencers. Listeners will benefit from insights into effective strategies to navigate market saturation and avoid pitfalls, ensuring financial success in short-term rental investments.

Yonah Weiss, an expert in cost segregation and beloved by real estate investors, unveils powerful tax strategies for short-term rental owners. He discusses how cost segregation studies can accelerate depreciation, boosting cash flow significantly. Yonah highlights crucial aspects like navigating bonus depreciation, understanding recapture tax, and leveraging 1031 exchanges. He emphasizes the necessity of working with a real estate-focused CPA, ensuring investors can maximize their tax benefits while avoiding potential pitfalls. It's a must-listen for savvy property owners!

Heather Meuer, a Missouri-based real estate investor and co-owner of The Embers Branson, discusses her journey from the auto parts industry to creating a thriving $7.8M glamping resort. She shares the transformation of an abandoned campground into a vibrant destination, complete with glamping tents and unique amenities. Heather highlights the challenges of securing an SBA loan, tips for managing a business with a spouse, and the significance of diversifying revenue streams in hospitality.

Melissa and Chris Jones, real estate investors and co-founders of a boutique co-hosting company, share their journey from a second home purchase to a booming short-term rental business. They discuss overcoming unexpected challenges, like plumbing issues from a COVID freeze, while revealing innovative design strategies to stand out in saturated markets. Their experiences highlight the importance of networking and adaptability in navigating the vacation rental industry, along with valuable advice for aspiring hosts ready to make the leap into entrepreneurship.

Nathan St. Cyr, a hospitality innovator, shares his inspiring journey of transforming an $821K hostel into a $5.2M powerhouse in just 18 months. He discusses the untapped potential of the U.S. hostel market and outlines strategies for optimizing guest experiences tailored to Gen Z. Nathan dives into the operational advantages and financial benefits of hostel investments, highlighting the importance of community and shared experiences in attracting modern travelers. His insights on zoning and scaling across markets reveal key opportunities for aspiring investors.

Isaac French, a hospitality developer and Instagram sensation, shares his inspiring journey from bookkeeper to the creator of Live Oak Lake, a viral Nordic-inspired micro resort in Texas. He reveals how he achieved 95% occupancy in its first year and sold it for $1 million per key. Isaac discusses overcoming hurdles like construction challenges and an Airbnb suspension, along with strategies for direct bookings and harnessing social media. He emphasizes the importance of storytelling in crafting unforgettable guest experiences and navigating the complexities of cabin camp development.

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 market knowledge has been the key to his short-term rental success—despite data platforms showing low market scores. Matt also emphasizes the importance of sacrifice, perseverance, and strategic risk-taking in building long-term wealth through real estate.   How to connect with Matt: Instagram TikTok Youtube 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 books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon