Kyle Harrison, GP @ Contrary
Austin and Portland both adopted the "Keep [City] Weird" slogan but diverged sharply: Austin boomed while Portland stagnated, losing a decade of growth. The difference wasn't culture—it was operating model: Austin built housing and let market forces discipline bad policy; Portland stacked taxes, blocked development, and had no governance checks until too late.
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Topics: Real Estate & Construction · Government & Public Sector
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