Summary: At our May WIN event, Uptown Properties' own Chris Shepard delivered a candid market update on where Portland's rental market stands heading into mid-2026. From softening rents and rising inventory to where the opportunities still exist for strategic investors — Chris broke it all down with real RMLS data and cycle ...

Summary: At our May WIN event, landlord-side attorney Robert Phed of Phed Law revealed why most Oregon eviction cases are lost in the first 30 days — before anything ever reaches a courtroom. From notice defects to rent acceptance errors, Robert walked a packed room through the most common and costly mistakes landlords, realtors, an...

The 2026 Strategy Shift: Why Now is the Window for Portland Real EstateReading Time: 5 MinutesSummary: At our latest Westside Investors Network (WIN) event, co-founder Chris Shepard delivered a high-stakes market update that challenged the "wait-and-see" mentality. While the 2026 market feels heavy due to interest rates and &quo...

The Sober Path to Growth: Navigating the Bear vs. Bull Debate at The EvergreenReading Time: 4 MinutesSummary: Last week’s Investor Lab "Bear vs. Bull Debate" at The Evergreen offered a rare commodity: a sober, holistic picture of the real estate landscape. Guest speaker Eric Larsen grounded the room of 60+ practitioners in...

Event Recap: CCIM Apartment Update with Patrick BarryReading Time: 4 MinutesSummary: The recent CCIM luncheon brought a sobering "reality check" to Portland’s multifamily sector. Keynote speaker Patrick Barry outlined a market currently squeezed by grim labor statistics, rising vacancies, and skyrocketing operating costs. ...

The Heart of the Machine: Recapping Investor Lab at The EvergreenReading Time: 3 MinutesSummary: The first Investor Lab PDX event of 2026 proved that the "Machine" isn't just about spreadsheets—it’s about the people. Set against the beautiful backdrop of The Evergreen, the night focused on Mike Nuss’s visio...