From eBay Skunkworks to Agentic Payments w/ Shayanth from Highnote
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In this episode of Risk and Reason, Eli Wachs sits down with Shayanth Sinnarajah, Founding Engineer at Highnote, to talk about what it takes to build payments infrastructure from the ground up — and where it's all headed. Drawing on over a decade building at PayPal and Highnote, Shayanth shares why security has to be your first product decision, how stablecoins reshape cross-border payments, and why the future of commerce is agent-to-agent.
Chapters
(0:00) Introduction — Who Is Shayanth Sinnarajah
(3:24) From PayPal Intern to Founding Highnote
(8:45) What Makes Payments So Compelling
(13:17) Security as the Bedrock of Fintech
(18:10) What Highnote Does and Who It Serves
(25:26) Conversational Commerce and Agent-to-Agent Payments
(33:10) The Economics of Agentic Payments
(37:58) Building an Engineering-Driven Company
Follow Shayanth Sinnarajah
LinkedIn: https://www.linkedin.com/in/ssinnarajah/
Follow Eli Wachs
LinkedIn: https://www.linkedin.com/in/eliwachs/
Check out Footprint
https://www.onefootprint.com
Footprint is an AI-native platform powering identity verification, fraud prevention, and AI fincrimes agents for banks and fintechs.