The #1 Item That Stresses Me Out Operating Airbnbs
August 10, 2026 | 5 Minute Read Anyone who operates short-term rentals knows this is not a “set it and forget it” business. With long-term rentals, tenant communication is usually limited to two things: maintenance requests and late rent payments. Short-term rentals are completely different. You’re in the hospitality business. You’re essentially operating a small […]
How to Profit When Other Investors Fail
July 27, 2026 | 2 Minute Read I’ve been studying the new housing bill designed to limit large institutional investors from buying too many single-family homes. The bill was primarily aimed at hedge funds and large investors that entered the housing market after the 2008 downturn. During the crisis, these investors helped stabilize neighborhoods by […]
Mid-Term Rentals Are a Game Changer
July 20, 2026 | 2 Minute Read I have written extensively about the benefits of hosting mid-term guests at our furnished short-term rentals, and the results continue to reinforce my position that this strategy deserves more attention from real estate investors. Mid-term rentals—typically defined as stays of 28 days or longer—offer many of the financial […]
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 […]
Airbnb Guest Trashed My Property. Here’s What Airbnb Paid
April 13, 2026 | 4 Minute Read Back on February 23rd, I wrote about an incident titled “When an Airbnb Guest Trashed One of Our Properties.” The guest had originally booked the property through an insurance relocation company. These types of bookings are fairly common in the mid-term rental space. They typically occur when someone […]