The STR loophole — converting passive losses to active
Normally, rental real estate losses are "passive" and can only offset passive income. But if you operate a short-term rental (average stay ≤7 days) AND materially participate, the losses become non-passive and can offset W-2 income.
The mechanics rely on a specific IRS regulation: when the average rental period is 7 days or less, the activity is not a "rental activity" for passive activity purposes — it's treated as a trade or business. If you then materially participate (typically 100+ hours and more than anyone else, or 500+ hours), losses can offset active income including W-2 wages.
Why it matters: a high-W-2-earner buys a $700K cabin, places it on Airbnb, runs cost segregation in year one ($150K+ of bonus depreciation), and shows a $100K+ tax loss — which offsets W-2 income at 32–37% marginal rates. The tax savings alone can be $30K–$40K in year one.
Risks: the IRS scrutinizes material participation tests; documentation matters; the property must genuinely be a short-term rental, not a long-term rental dressed up. And recapture at sale still applies. This is sophisticated; engage a CPA who has explicitly handled the STR loophole before you commit.