Payments at Square, Etsy, and the Agentic Era, with Drew Edmond, Partner at Glenbrook Partners

Payments at Square, Etsy, and the Agentic Era, with Drew Edmond, Partner at Glenbrook Partners

July 7, 2026 · 46 min

About this episode

Drew Edmond discusses his extensive experience in payment operations and insights into how payments function from an operator's perspective.

Drew Edmond has spent 15 years inside payment operations, first at Square from its scrappy hardware days through IPO, then at Etsy running payments across a marketplace with sellers in 230+ countries. Today he advises merchants at Glenbrook Partners and hosts the Payments on Fire podcast. In this episode, Reggie Young sits down with Drew to trace how payments actually work from the operator's seat. They cover what changes when a payment goes card not present, the data and testing work most me...

People in this episode

Host: Reggie Young

Guest: Drew Edmond

Topics covered

Keywords

Mentioned in this episode

Organizations: Square, Etsy, Glenbrook Partners

Books & works: Payments on Fire

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