Should You Sell an Underperforming STR?

Jul 21, 2025

10:00

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Is it time to sell your underperforming short-term rental? Or should you keep holding?

Most investors only look at cash-on-cash return. But return on equity? That’s where the real money is made. In this video, I’ll show you exactly how to calculate it — and how to decide whether to sell, refinance, or hold your STR for long-term growth.

Watch until the end if you want to:

✅ Understand the #1 mistake investors make when holding too long

✅ Learn why an 8-year breakeven is your tipping point

✅ See how to triple your portfolio with strategic exits

✅ Get my personal framework for deciding when to redeploy your capital

✅ Avoid the momentum-killing trap most investors fall into when they sell

Whether you’re investing for cash flow or appreciation, this one decision can change the entire trajectory of your real estate portfolio. Run the numbers — then move with confidence.

Timestamps:

00:00 Why this one metric can change your entire investing strategy

01:00 Cash-on-cash return explained (and when it fails you)

02:00 The problem with rising equity and flat cash flow

03:30 Return on equity math breakdown