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🇺🇸 Get my BEST Black Friday Deal EVER: https://bit.ly/Tax-smasher-yt 💸 Get a cost segregation report for your property: https://strcostseg.com/ 📊 Download my Airbnb Tax Savings Calculator: https://bit.ly/Robs-Cost-Seg-Calculator ☎️ Book a free Airbnb strategy session with my team: https://bit.ly/airbnbtaxstrategysession 🤝 Download my material participation guide: https://bit.ly/robuiltfreecommunity Confused about the “Borrow Until You Die” real estate strategy and whether it’s legal, ethical, or just something “the wealthy” pull off? In this podcast, Mitchell (CPA + STR tax expert) and I break down exactly how the strategy works, why it exists in the IRS tax code, and how everyday investors use it to build wealth through short-term rentals, depreciation, bonus depreciation, and step-up basis. We also dig into spicy misconceptions from Rob’s last video, how refinancing affects cash flow, what “material participation” actually means, and how W-2 earners legally offset taxes with their STR. If you’re trying to understand real estate tax strategy, short-term rental loopholes, bonus depreciation, or the full Borrow → Reinvest → Repeat → Step-Up flywheel… this episode explains it simply, clearly, and (honestly) hilariously. 🛋️ Let Funkit Design Your Airbnb: https://bit.ly/robuiltfunkit 📊 Download My Free Airbnb Calculator: https://bit.ly/ytcalculator 📈 Save 10% on AirDNA: https://bit.ly/airdnarobuilt 🎓 Join Host Camp for only $1: https://bit.ly/scout_trial_rob 📚 Watch my Destination Method Case Study: https://bit.ly/robsairbnbtraining 🏡 Sign Up for Airbnb to Get My Listing Feedback: https://airbnb.com/r/robuilt 🤖 Let Me Manage Your Airbnb: https://bit.ly/cocasa 🛒 Download My Airbnb Shopping List: https://bit.ly/ytshoppinglist 📍 Download My Free Market Guide: https://bit.ly/ytmarketguide 🇺🇸 Download my STR tax loophole guide: https://bit.ly/yt7rules Chapters: 00:00 – How the Wealthy Play the Tax Game 00:23 – Am I Going to Tax Jail? 01:10 – What “Borrow Until You Die” Really Means 02:58 – Borrowing vs. Selling: The Core Idea 04:08 – The Power (and Risk) of Depreciation & Recapture 05:43 – Using 1031s and Refinancing to Avoid Taxes 07:29 – Building Wealth Slowly Through Rentals 08:48 – Step-Up Basis Explained 10:59 – Estate Limits & Generational Wealth 12:34 – Understanding the Rules of the Tax Game 14:14 – Why Real Estate Keeps Winning 15:36 – Short-Term Rentals as the Entry Strategy 17:26 – Depreciation Basics for STRs 24:10 – Bonus Depreciation Changes Everything 29:17 – Can W-2 Workers Actually Use These Losses? 33:07 – Material Participation: The Key to Unlocking It 37:02 – How STR Losses Offset W-2 Income 38:47 – Using Tax Savings to Buy More Properties 40:43 – The Strategy Only Works If You Reinvest 42:21 – Play the Game or Opt Out — Your Choice 43:51 – Series Outro Disclaimer: The information in this video is for educational and entertainment purposes only and does not constitute tax, financial, legal, or professional advice. Always consult a qualified professional for advice tailored to your specific situation. Some links in this description may be affiliate links, meaning I may earn a commission at no extra cost to you if you make a purchase through them. Thank you for supporting the channel!