Crucible Moments

Zipline ft Keller Cliffton - Reinventing Delivery with Instant Drone Transport

October 23, 2025·45 min
Episode Description from the Publisher

In 2014, Keller Cliffton made an audacious pivot: shut down his robotic toy company and rebuild it as an autonomous drone delivery system for life-saving medical supplies. Investors were skeptical: The team knew nothing about drones, healthcare, or logistics. But they pushed forward anyway. This is the story of Zipline's journey from near-death to delivering blood to remote hospitals in Rwanda, battling volatile weather and regulatory hurdles, and eventually becoming a global leader in autonomous delivery: This year Zipline began delivering household items directly to front doors with its new Platform 2 in the US for the likes of Walmart and Chipotle. From fixing broken launchers at 3 AM before the Rwandan president's visit to winning unprecedented FAA approval, Zipline's founders bet everything—multiple times—on their vision. Their story proves that if you just keep going, even when everyone's written you off, you can build something truly transformational. Host: Roelof Botha, Sequoia Capital Featuring: Keller Cliffton, Keenan Wyrobek, Ryan Oxenhorn, Maggie Jim, Alfred Lin

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