STR JumpStart
Short-Term Rental Investing · 2026

Honest answers, before you buy

Straight answers to the questions people actually ask before getting into short-term rentals, from someone who built a four-property portfolio across four states.

I'm Sandy Lee. I bought my first short-term rental at 52, after a 30-year career in engineering and construction, and loved it so much I bought three more in under two years.

A lot of what's written about short-term rentals is either hype or doom. These pages are neither. Each one answers a real question plainly, and points you toward the free webinar or my YouTube channel if you want to go further.

Start here

Are short-term rentals still profitable in 2026?

Not dead, but not easy money either. What changed, and what still works.

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Is it too late to start in your 40s or 50s?

Why a later start can be an advantage, not a disadvantage.

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Can you run an Airbnb with a full-time job?

How self-management actually fits around a demanding W-2 schedule.

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What are the tax benefits of a short-term rental?

A plain-English look at why high earners pay attention, and what to verify with your CPA.

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Ready to go further?

The free webinar walks through how I think about returns, markets, and operations. The YouTube channel covers it all in more depth, one topic at a time.