I Wish I Knew These Airbnb Tax Hacks Before We Bought - with Anne Gannon

Are you leaving money on the table with your short-term rental?

In this episode, We sit down with CPA and tax strategist Anne Gannon to uncover the often-overlooked financial advantages of real estate investing. Anne simplifies complex tax topics and reveals how savvy investors use short-term rentals not just for income—but to build long-term wealth.

From depreciation strategies to smart tax planning, you'll learn how to make the most of your property and use the tax code to your advantage. Whether you're a seasoned investor or just getting started, this episode is packed with actionable insights that could transform your financial future.

Find out why Anne says her happiest retired clients are real estate investors—and how you can follow in their footsteps with smart, strategic moves. Don’t miss this wealth-building masterclass!

Things we discussed in this episode:

• Short-term rentals offer unique tax benefits, often similar to those available to real estate professionals.
• Depreciation strategies—like cost segregation—can lead to major tax savings.
• Think long-term: a 5–10 year investment view helps maximize appreciation, equity, and wealth-building potential.
• COVID-19 underscored the importance of diversification—real estate proved to be a resilient asset.
• Learn the four-part test to qualify your STR as a business, including active involvement and risk.
• Short-term rentals have different tax treatments and greater operational complexity than long-term rentals.
• They can be part of a powerful retirement plan—especially when converting to a primary residence later.
• Cash-out refinancing and tapping into equity can offer tax-free liquidity.
• Understanding depreciation is key for scaling your portfolio strategically.
• Real estate offers long-term stability—Anne says her happiest retired clients are investors.

Get in touch with Anne:

• Facebook - https://www.facebook.com/profile.php?...
• Instagram -    / @acceleratormethod  
• Linkedin -   / anne-gannon-529107148  
• Website - https://www.thelargogroup.com/About https://www.accelerator-method.com/

➢ Subscribe:    / @smartstayshow  

• 0:00:00 - Tax Secrets of Short-Term Rentals
• 0:01:15 - Anne's Professional Journey
• 0:04:25 - Real Estate: The Retirement Investment Strategy
• 0:08:11 - Unexpected Tax Benefits of Short-Term Rentals
• 0:12:13 - Building a Long-Term Real Estate Portfolio
• 0:17:49 - Shifting Investment Metrics
• 0:22:32 - Tracking Property Equity and Appreciation
• 0:27:58 - Depreciation and Future Property Improvements
• 0:31:16 - Inheritance and Stepped-Up Basis
• 0:37:44 - Understanding Short-Term Rental Tax Qualifications