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November 24, 2025 24 mins

Portland ranks 80th out of 81 cities for real estate investment – only Hartford, Connecticut is worse. What happens when progressive policies meet economic reality? Spoiler alert: it's not pretty. We dive into how sky-high taxes, rampant homelessness, and woke leadership have turned what was once a booming real estate market into an absolute wasteland that investors are fleeing faster than you can say "defund the police." The best part? Governor Tina Kotek and Mayor Keith Wilson – the same people who helped create this mess – are now personally courting investors to come back. It's like asking the arsonist to help rebuild the house they burned down. With empty offices, cratering property values, and businesses jumping ship daily, Portland's progressive experiment is delivering exactly what you'd expect. Is anyone surprised that taxing and regulating your way to prosperity doesn't actually work? How long before other blue cities follow Portland's lead straight off the economic cliff? Don't forget to subscribe and hit that notification bell – we'll keep tracking every delicious detail as progressive policies continue their spectacular face-plant into reality.

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