Where Renters Are Moving
September 14, 2026 | 6 Minute Read Home prices are showing little indication that they are going to cool significantly, and that is keeping more potential buyers on the sidelines. At the same time, rents are beginning to move higher again, creating an interesting dynamic for both renters and real estate investors. When people cannot—or […]
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 […]
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 […]
Why Investors Love 1031 Exchanges
June 29, 2026 | 2.5 Minute Read One of the most powerful tax strategies available to real estate investors is the 1031 Exchange. Named after Section 1031 of the Internal Revenue Code, this strategy allows investors to defer capital gains taxes when selling an investment property and reinvesting the proceeds into another qualifying property. Rather […]
The Mistake I Made With A Mid-Term Rental Opportunity
May 25, 2026 | 3.5 Minute Read I love mid-term rentals. These are guests who stay 30 days or longer at one of our properties, and they have become one of the best strategies for maximizing occupancy and reducing operational costs in our short-term rental business. With mid-term guests, we typically get: 100% occupancy for […]
Converting Rentals To Airbnb: Capital Paid Back
April 27, 2026 | 3 Minute Read Most investors purchase properties specifically to operate as short-term rentals (STRs). We took a different approach. We converted several of our long-term rentals (LTRs) into STRs. At one point, we operated as many as 16 STRs. However, not all of them performed as projected. The underperforming properties were […]
We Are In A Real Estate Market of Negotiation
April 27, 2026 | 3 Minute Read The housing market doesn’t turn all at once. But over the past decade, one pattern has consistently shown up: housing cycles unfold in a sequence. The earliest signals don’t come from prices alone—they come when pricing behavior and buyer response start to drift apart. That disconnect is often […]
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 […]