Why You Should Always 1031 Exchange (And How to Do It Right) episode artwork

EPISODE · Apr 12, 2026 · 19 MIN

Why You Should Always 1031 Exchange (And How to Do It Right)

from Doctors Building Wealth · host Leti and Kenji

What If Selling Your Rental the "Normal" Way Is Costing You a Fortune?You bought a rental property years ago. It's appreciated, you've paid down the loan, and now you're thinking it might be time to sell. Maybe you want to upgrade to something bigger. Maybe the property isn't performing the way it used to. Either way, the plan feels simple: list it, sell it, pay the taxes, move on.We get it. That's the path most people take, and it feels responsible.But here's what we've learned after years of building our portfolio: every time you sell a property and pay taxes, you're not just losing money today. You're losing decades of compounding. And the gap between selling the "normal" way and using a 1031 exchange isn't small. It's life-changing.In this episode, we break down everything you need to know about 1031 exchanges, including the rules, the timelines, the mistakes most investors make, and the exact strategies we use in our own portfolio to make sure every exchange goes smoothly. We also share why we're almost always 1031 exchanging and why we think you should be too.BY THE TIME YOU FINISH LISTENING, YOU'LL DISCOVER:The shocking difference in long-term wealth between selling with a 1031 and selling without one (this number alone is worth the listen)Why anyone can use this strategy, no special tax status requiredHow 1031 exchanges can become one of the most powerful ways to pass wealth to your children, completely tax-freeThe difference between a "lazy 1031" and the real thing, and why we never settle for the lazy versionThe two deadlines you absolutely cannot miss, even by hoursWhy most investors make the same critical mistake when they sell first and shop second, and the simple fix that protects you from itCreative ways we've extended our timelines, including a lease-back trick that bought us months of breathing roomWhat to look for in a 1031 exchange intermediary so your money is safe and your deadlines are protectedHow some investors in our community are using tenants in common structures to scale into much bigger deals togetherThis isn't about being overly aggressive with your taxes. It's about understanding one of the most powerful tools the tax code gives real estate investors and learning how to use it the right way. Once you see what's possible, you'll never look at selling a property the same way again.Listen now and start planning your next move with the full picture in mind.RESOURCES WE MENTIONED IN THIS EPISODEOur 1031 Exchange Company Partners: [HERE]1031 Exchange Blog Article: [HERE]READY FOR REAL ESTATE SUCCESS? Book your call HERE for your next move.RESOURCES + LINKSWork w/ SRMD: HEREJoin our FREE Facebook Groups: HEREJoin our Newsletter: HEREFOLLOW + CONNECTConnect with SRMD: Website | Instagram | FacebookLiked this episode? Share it on social and tag me @semiretiredmdLove the show? Leave a 5-star review and let me know!

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What If Selling Your Rental the "Normal" Way Is Costing You a Fortune? You bought a rental property years ago. It's appreciated, you've paid down the loan, and now you're thinking it might be time to sell. Maybe you want to upgrade to something bigger. Maybe the property isn't performing the way it used to. Either way, the plan feels simple: list it, sell it, pay the taxes, move on. We get it. That's the path most people take, and it feels responsible. But here's what we've learned after y...

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Why You Should Always 1031 Exchange (And How to Do It Right)

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