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When Agents Meet in the Middle: Why We Invested in Jack & Jill

Today’s best startups are building AI solutions that uplift human agency more, not less. They work to deeply understand the needs of a particular user ... The post When Agents Meet in the Middle: Why We Invested in Jack & Jill appeared first on Madrona.

By Caleb BushnerMadrona AI Perspectives
When Agents Meet in the Middle: Why We Invested in Jack & Jill

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Originally published by Madrona AI Perspectives on Sep 15, 2026.

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