LEARN | BUILD | SUCCEED

Why I’m Building A Direct Booking Web Site

September 7, 2026 | 7 Minute Read Over the past few months, I’ve come to the conclusion that we need a direct booking website for our short-term rentals. After four and a half years of owning and operating short-term rentals, I’ve become pretty comfortable with our systems and processes. At one point, we had as […]

Hosting on Booking.com Sucks

June 1, 2026 | 6 Minute Read Most short-term rental operators rely on Airbnb and VRBO. If you’re new to STR hosting, you don’t have many alternatives. However, there is a third option that has been around for more than 30 years: Booking.com. Although traditionally focused on hotels, Booking.com began aggressively expanding into short-term rentals […]

Stop Chasing Airbnb Superhost Status

April 20, 2026 | 2 Minute Read The past week brought several interesting developments with my short-term rental portfolio. One was positive and expected. The other was a painful reminder that operating short-term rentals comes with risks—even when bookings come through Airbnb. I regained Airbnb Superhost status, which I had lost earlier this year. Yay […]