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In this episode of the Short Term Show, Avery Carl hosts tax experts Amanda Han and Yonah Weiss to discuss cost segregation and tax strategies for real estate investors. Amanda, a CPA and real estate investor, shares insights about using real estate to reduce taxes and introduces her two books on tax strategies. Yonah, a cost segregation expert, contributes his knowledge about maximizing tax benefits. They dive into strategies for offsetting taxes through real estate investing and provide valuable insights for high-income earners with a side interest in real estate.

Interested in starting an Airbnb business in the Sarasota area? With metropolitan submarkets such as Sarasota, Bradenton, and Seminole, as well as vacation areas like Siesta Key and Anna Maria Island, this area of Florida is one of the most versatile markets for real estate investing. In this episode we explore the ins and outs of the central west coast of Florida with experiences short term rental investors and Short Term Shop realtors John and Christina McNaught.

Welcome to another exciting episode of The Short Term Show with your host, Avery Carl! In today’s episode, we dive deep with our special guest, Rich Summers, as he shares his incredible journey into the world of boutique hotel investments and how he quickly transformed underperforming properties into profitable ventures.
How He Bought A Boomer’s Hotel and Transformed It Into Cash

How many people don’t know how to properly analyze an Airbnb property? There are plenty of tools out there to help with this, but this is the first short term rental analysis tool that I LOVE. We finally have an airbnb data source that has not only the usual scraped calendar data, but ACTUAL historical performance data. Revedy has analyzed over $55 BILLION in short term rental properties, and have won the business of huge clients like Marriott and Blackstone. Now, main street short term rental investors have access to their Airbnb data as well. You don’t want to miss this episode if you need help with short term rental analysis.
$55 Billion Property Underwriter: Time Is Ticking To Buy An Airbnb

Today Avery interviews Pace Morby, the king of Subject To real estate investing.. Pace shares his humble beginnings and how he became one of the most prolific real estate investors of all time.

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

This California mom makes $109,000 a year on Airbnb with this Smoky Mountain short term rental. Want to be a successful investor like our client Jen? Email ag****@**************op.com to get started!

Inside a $660,000 Tennessee Cabin Generating $109k/Year