How To Sell a STR Without Paying Taxes

Ready to save $10k-$50k in taxes this year? https://taxstrategy365.com/yt-app

In this video, I’ll walk you through the exact tax traps most investors miss when selling an STR—and how to avoid them.

You’ll learn:

* The tax math no one talks about (spoiler: your loan balance doesn’t matter)

* Why timing your sale matters just as much as your purchase

* How equity before vs. after taxes works

* The 4 different taxes you’ll face—and how to reduce or avoid them

* Whether a 1031 exchange is worth the stress (and when a lazy 1031 is better)

* The simple mistake that could make your entire tax deferral strategy pointless

I’ll even show you the one IRS form to check before you make a single decision.

Whether you’re upgrading, offloading, or reallocating, this guide will show you how to exit without getting slammed by the IRS—and keep your momentum going with smart reinvestment strategies.

Timestamps

00:00 - Why investors lose money when they sell

00:53 - Your loan balance doesn’t matter

01:32 - This is your real starting number

02:10 - The 4 taxes you’ll owe when you sell

02:38 - Depreciation recapture

03:28 - Capital gains tax

03:46 - Net investment income tax

04:00 - State income tax

04:23 - Why most investors miss this

04:51 - When to use a 1031 exchange

05:24 - The “lazy” 1031 exchange

06:16 - This IRS form changes everything

07:05 - What to do before you sell

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*None of this is meant to be specific investment advice, it's for entertainment purposes only.