The Short Term Show

Adrienne Green, a real estate investor and full-time traveler, shares her journey from teaching to creating a successful short-term rental business. She discusses how she transformed her local rentals into a remote management system using virtual assistants. Adrienne highlights the importance of strong SOPs and tech tools like Monday.com for efficiency. She also offers insights into the financial intricacies of investing in rental properties while traveling the world with her family, proving that real estate can empower a flexible lifestyle.

In this engaging discussion, Barbara Schreihans, founder of Your Tax Coach, spills the secrets on maximizing tax savings for real estate investors focusing on short-term and mid-term rentals. She highlights how to harness the short-term rental loophole and when to transition to mid-term rentals for optimal advantage. Barbara shares practical audit-proofing strategies, common tax prep pitfalls, and the significance of choosing the right tax professional. Tune in for insights that could transform your real estate investment approach!

Chad Gallagher, a tech-turned-real-estate entrepreneur, shares his journey from a 5,000-door property management company to curating a stunning portfolio of iconic short-term rentals. He reveals his secrets to success, highlighting the power of effective branding and the strategic addition of bedrooms. Listeners learn about unique acquisition tactics, including tax sales and off-market deals. Chad details the benefits of diverse investments, including luxury waterfront estates and innovative wineries, making a case for resilience and networking in the real estate game.

Join Jane Ng, a Bay Area real estate investor who turned to property management after facing her daughter's health challenges. She shares her journey from long-term rentals to four successful short-term rentals in California and ten co-hosted properties. Jane emphasizes the importance of selecting overlooked markets and balancing personal and financial motivations. She also discusses the risks posed by unpredictable weather and shares savvy tips for new real estate investors seeking time freedom while managing family life.

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.