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It’s no secret that mortgage rates have been a hindering factor the past 3 years when it comes to Airbnb and real estate investing. With the economy slowing and an election coming up, what can short term rental investors expect?

As Cassidy climbed the corporate ladder, driven by the ambition to become an executive and run the company, he found himself increasingly burnt out. Despite his relentless pursuit of success, the energy and passion that initially fueled him began to wane. The executives around him, who he once saw as sources of inspiration, no longer sparked the same excitement. The reality of their intense workload, all focused on the company’s interests, was disheartening. Cassidy had hoped that reaching a high level would bring a sense of fulfillment or a shift in perspective, but instead, he found himself disillusioned. The more he advanced, the more he realized that the change he was seeking wasn’t in the position but in his approach to work and life. This realization eventually led him to reevaluate his path and, ultimately, to leave his corporate job in search of something more meaningful.

CPA Ryan Bakke shares his experience defending and winning an IRS audit on the short term rental tax loophole. Ryan emphasized the importance of having a CPA who specializes in real estate and short term rental investing, and how tracking hours for material participation is key to defending an audit on the short term rental loophole.

How To Survive A Short Term Rental Loophole IRS Audit

In this episode, Avery interviews Jen Dickson, a repeat Short Term Shop client and seasoned short term rental investor who built a wildly profitable Airbnb business, and reached financial independence, in just a few years. Jen emphasizes her approach in choosing to buy real estate in vacation markets where her family likes to go, and how she was able to build her rental property portfolio during Covid. See Jen’s property walk through here:

How She Built a $555k/year Short Term Rental Empire