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 […]
Cash Flow vs Appreciation
June 22, 2026 | 3 Minute Read One of the most persistent debates in real estate investing is whether you should prioritize cash flow or appreciation. It’s a question that shows up repeatedly among investors at every level—from beginners buying their first rental to operators managing hundreds of units. There is no universal “right” answer. […]
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 […]
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 […]
The Truth About Cash Flow Rentals
May 18, 2026 | 5.5 Minute Read Years ago, I bought a rental property that easily passed the “2% Rule.” The monthly rent was more than 2% of the purchase price, which many investors view as a strong indicator of cash flow. I still lost money on the deal. That experience taught me an important […]
Cash Flow Mistakes You Need to Avoid
May 11, 2026 | 4.5 Minute Read Whether you invest in real estate actively or passively, the same core risks can destroy your cash flow. Some mistakes simply reduce returns. Others can wipe out profits entirely—or even sink the deal altogether. Here are eight major risks every investor should pay attention to before putting money […]
How I Cut Risk and Boosted Cash Flow to $11K Monthly
May 4, 2026 | 3.5 Minute Read In May 2025, we hit a point where we had to make some clear, strategic decisions. The market felt uncertain. Interest rates were unpredictable. At the same time, we were dealing with multiple vacancies from tenant turnovers, and several of our short-term rentals weren’t producing the way we […]
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 […]