Seasonal Short-Term Rentals and the Off-Season Coverage Gap
Monday, June 29
I was up north last fall helping a buddy shut his lake place down for the winter, and he said something that stuck with me. He looked at the house and said, "Eight months a year that thing just sits there making me nothing." We both laughed. Then I asked him whether his insurance knew it sat empt...
Direct Bookings and the Coverage Gap Most Hosts Miss
Monday, June 22
I was talking with a host last fall who was proud of his numbers. He'd moved about 40 percent of his reservations off Airbnb and onto his own booking site. No platform fees, more repeat guests, better margins. He'd done everything the direct-booking crowd tells you to do, and he'd done it well. T...
The Five Risks That Keep STR Property Managers Up at Night
Sunday, June 14
I've been in enough conversations with STR property managers to notice a pattern. The day-to-day stuff. The bad reviews, the guests who can't find the thermostat, the cleaners who run late, that's just the job. What actually keeps people up is a different list. It's the risks that live in the de...
Five Things That Happen When Your Airbnb Becomes a Party House
Sunday, June 07
It starts with a booking request that looks completely normal. Five-star guest profile. Verified ID. Polite message that says it's a small group of friends celebrating a birthday. They ask about parking for a few cars. They seem genuinely excited about the fire pit. What shows up is not a small ...
Before Hurricane Season Starts, Make Sure Your STR Policy Is Ready
Monday, June 01
I get a version of this question every spring it usually comes through a forum message or after a meetup. The host is looking ahead at the season, bookings are looking solid, and they want to know if they're covered.I ask what kind of coverage they have. They tell me they have insurance.Then I as...
Before You Airbnb Your Home for the World Cup, Read Your Insurance Pol
Thursday, May 28
There is a lot of excitement right now among homeowners in cities that will host World Cup games. People are hearing that they could rent out their homes for a serious payday, and honestly, the numbers being thrown around are eye catching. Airbnb has even rolled out a World Cup earnings calculat...