You’ve probably heard about the aging of the baby boomer generation — people moving into their 70s, 80s, and beyond, and the housing market implications that follow. It tends to get discussed at a national level, usually in one of two oversimplified ways: either it’s going to flood the market with inventory and crash prices,…
Most real estate conversations focus on the first-order questions: What’s the payment? What’s the rate? Can I afford this right now? Those questions matter. But they’re not the ones that determine how Future You looks back on the decision. The second-order questions are the ones that don’t get asked often enough: What does inflation do…
After enough of these conversations, a pattern emerges: every investor asks some version of “should I buy now or wait?” And almost every time, that question is pointed at the wrong target. The real question isn’t whether the market is perfectly timed. It’s which risk you’re choosing to own. Buying now means accepting rate risk…
After enough transactions, you start to notice that “is this a good deal?” is almost never one question. It’s three. Compared to what? At what income? And for how long? A property can look expensive on comps and still be a reasonable investment. It can look cheap and still be a terrible one. The difference…
Here’s what I know: investment questions differ from home-buying questions. When you’re buying as an investment, the question shifts from “where do I want to live?” to “what features of this property and location will keep it in demand after me — and how reliably?” Kitsap County’s population has grown since 2020. Rental demand is…
Here’s the question I get more than any other right now: “Is it a good time to buy?” Or sell. Or invest. Or just wait for things to settle down. Here’s what I know: there is no “safe” option. Buying, selling, investing, and waiting all carry different kinds of risk. The bigger danger isn’t making…
Here’s what I know: the biggest time sink in real estate investing isn’t the deals you buy — it’s the deals you spend three weeks underwriting before realizing they were never going to work. Good deal analysis starts with a fast filter, not a spreadsheet. The goal in the first five minutes isn’t to know…
Here’s what I know: “what’s a good cap rate?” is one of the most common questions I get from investors — and the honest answer is that it depends on what you’re buying, where it is, and how much risk, work, and unpredictability you’re signing up for. There isn’t a single magic number. A 6%…
The previous posts in this series covered property types — SFR vs. multifamily, land vs. improvements, STR vs. long-term rental, value-add vs. turnkey. This one is different. These aren’t asset categories. They’re angles — ways to tilt the playing field in your favor if you’re willing to do work that most buyers won’t. None of…
Here’s the honest version of this conversation: value-add investing sounds like a strategy but is really a skill set. If you have that skill set — local contractors, strong reserves, patience for permitting, and a high tolerance for surprises — it’s one of the best levers available in a market with moderate appreciation. If you…