06/03/2026
If you’ve spent any time in the STR space, you know Matt doesn’t talk about hosting from the sidelines. He knows what owners deal with, what can go wrong, and why the details behind your insurance matter. His take? Proper was designed specifically for short-term rentals. Standard Homeowners and Landlord policies weren’t.
That difference matters because hosting is not standard home use; it comes with guest stays, turnovers, liability concerns, damage risks, income exposure, and real situations that traditional policies often don’t fully account for. When your property is being used differently, your insurance should be built differently too.