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Madrona at 30 Years Interview Spotlight: Matt Mcllwain

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September 17, 2025

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Madrona Managing Director Matt McIlwain reflects on three decades of partnering with founders and the defining principle of venture: a daring and risky journey. From early wins like Isilon and Smartsheet to today’s era of applied AI, Matt shares why Madrona invests “from day one for the long run” and how community impact has always been central to the firm’s values. This conversation with GeekWire’s John Cook looks back on Madrona’s roots, and forward to the transformational opportunities of the next 30 years.

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Madrona at 30 Years Interview SpotlightAI MattGeekWires John Cook

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Madrona at 30 Years Interview Spotlight: Matt Mcllwain · Geekwire · Sentinel