Summary
Jeremy Cutler is a senior engineering leader with 15 years building high-stakes payments and commerce systems at Cash App, Stripe, Etsy, Hulu, and IBM. He’s led end-to-end payment orchestration, order management, settlements, and disputes across multiple countries, launching modern bank debit and credit methods and Cash App Pay/Afterpay at scale. Jeremy focuses not only on safe, auditable systems where money and regulatory risk are central, but on organizational design—structuring authority so teams can operate autonomously and surface problems early. He wrote "Radical Reliability" (Jan 2026) on these topics, blending technical rigor with operational discipline. Based in Seattle and open to senior roles in payments or fintech, he combines deep payments domain expertise with a track record of shipping resilient, cross-border platforms.
15 years of coding experience
16 years of employment as a software developer
Don Mills Collegiate Institute
MASc, Computer Engineering, MASc, Computer Engineering at University of Toronto