I’ve been knee-deep in Oregon rental properties for nearly two decades now, managing thousands of units, teaching classes to thousands of landlords, and learning every lesson the hard way at least once (usually involving a tenant who thought “no pets” meant “just one Great Dane won’t hurt”). Today, I’m pulling together some of my favorite Oregon landlord best practices—the real-world tips, policies, and efficiency boosters I share in my classes and use in my own portfolio....

it's January 7, 2026, and if you're like me, you're probably still recovering from the holidays while gearing up for tax season. But before you dive into those Schedule E deductions for your rental properties, there's one federal requirement that sneaks up on a lot of us every year: issuing 1099-NEC forms to contractors. Miss it, and the IRS can hit you with penalties that start small but add up fast. Trust me, I've seen too many good landlords get caught off-guard by this, s