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My Obsession with STR’s

8.9K views· 423 likes· 19:37· May 8, 2026

🛍️ Products Mentioned (5)

Buy my book, The Art Of Legal Tax Avoidance ▶ https://theartoflegaltaxavoidance.com/?utm_source=youtube&utm_campaign=book_launch Book a Professional Tax Assessment Call ▶ https://bit.ly/book-a-call-description-kd373-my-obsession-with-strs Cost Segregation Tax Savings Calculator ▶ https://taxalchemy.com/cost-segregation-calculator?utm_source=youtube&utm_medium=description&utm_campaign=kd373-my-obsession-with-strs Download the Short-Term Rental Rule E-Book! ▶ https://ebook.taxalchemy.com/?utm_source=youtube&utm_medium=description&utm_campaign=kd373-my-obsession-with-strs We earn commissions when you shop through the links below. Get Help Setting up Your LLC, Now ▶ https://shareasale.com/r.cfm?b=617326&u=2911896&m=53954&urllink=&afftrack= Most people think short-term rentals are dying, but Karlton Dennis explains why he is still bullish on Airbnb and Vrbo in 2026. In this video, Karlton breaks down the short-term rental tax strategy that helped change his family’s financial future and why hundreds of Tax Alchemy clients are still using it to create major tax savings. You’ll learn how the short-term rental rule works, how it differs from real estate professional status, why the seven-day average stay rule matters, and how material participation can help turn real estate deductions into powerful offsets against W-2 or 1099 income. Karlton also shares how cost segregation, depreciation, management companies, LLC structuring, and strategic property selection can all work together when building a serious real estate tax strategy. Watch until the end to understand why this is not just about tax savings, but about buying cash-flowing real estate with a plan. Like, comment, subscribe, and book a call with the Tax Alchemy team using the link above if you want expert guidance on building your own short-term rental tax strategy! CHAPTERS: 0:00 Intro 1:24 Why Short-Term Rentals Are Powerful 2:30 Tax Reform Act of 1986 4:50 The Birth of Real Estate Professional Status (REPS) 6:15 Having Your Spouse Quality as a Real Estate Professional 7:39 IRS Code Section 469 10:42 Tax Alchemy Promo 11:15 Karlton's First Short-Term Rental 14:00 Bringing the Short-Term Rental Strategy to Tax Alchemy 15:23 The Management Company LLC Strategy 17:23 Tax Alchemy Client Testimonials 19:25 Outro *Disclaimer: I am not a financial advisor nor am I an attorney. This information is for entertainment purposes only. It is highly recommended that you speak with a tax professional or tax attorney before performing any of the strategies mentioned in this video. Thank you. #shorttermrental #taxstrategy #realestateinvesting

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