Greg Gottesman

Longtime venture capitalist and entrepreneur who co-founded Pioneer Square Labs and previously helped start Madrona Venture Group; founder and former CEO of Rover.com and an entrepreneurship instructor at the University of Washington, now focused on AI-first startups and studio work.

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Jan 14, 2026 • 31min

Building Is Easy Now: Why Distribution Is the Real AI Startup Bottleneck

Greg Gottesman, a seasoned venture capitalist and co-founder of Pioneer Square Labs, dives into the complexities of startup success in today's AI landscape. He reveals that distribution is the true bottleneck for startups, even as AI reduces product development costs. Gottesman contrasts AI-native companies—where every function integrates AI—with those that only have isolated teams. He discusses the evolving role of humans in oversight as AI takes on more tasks and emphasizes the need for leadership in AI adoption across businesses.

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