How Jeeves Scaled Fintech to 25 Countries | CEO Dileep Thazhmon Interview episode artwork

EPISODE · Apr 25, 2026 · 40 MIN

How Jeeves Scaled Fintech to 25 Countries | CEO Dileep Thazhmon Interview

from Interviews with Leaders in Fintech & Web3 · host Work in Fintech

Today's guest is Dileep Thazhmon, Founder & CEO of Jeeves, one of the fastest-scaling fintechs to come out of Y Combinator (YC S20)Before Jeeves, Dileep built PowerInbox (later Jeeng) to $40M in revenue and a ~$100M exit. While running PowerInbox, Dileep ran headfirst into the chaos of cross-border payments, multiple cards, multiple bank accounts, different payment rails in every country, making his CFO's life a daily reconciliation nightmare.After his exit, he set out to solve that exact problem and founded Jeeves. Today it's valued at over $2B, operates in 25 countries, and powers global spend for thousands of companies.In the full episode, we cover:- His early years and the unlikely path that led him into fintech- How the idea for Jeeves came directly out of his own pain as a founder- Why B2B fintech is a completely different game from B2C - His experience going through Y Combinator - What it's like having Ben Horowitz and a16z as investor- The fintech opportunities he's most excited about right now- His hiring philosophy- The one piece of advice he'd give young graduatesIf you're in fintech, building a company, or curious how global fintech actually gets built, this one's worth your time.Connect with Dileep Thazhmon:X: https://x.com/thazhmonLinkedIn: https://www.linkedin.com/in/thazhmon/Matthew Cheung (Host & Founder Work in Fintech):https://www.linkedin.com/in/matthewcheung50/ Check out our website and subscribe to our mailing list to hear more about opportunities in fintech and web3.Follow our socials Linkedin, Twitter, Youtubehttps://workinfintech.com/https://www.linkedin.com/company/work-in-fintech-globalhttps://www.twitter.com/workinfintechhttps://www.youtube.com/channel/UCdS4bYoCXaHVgfVm6syUrDw

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Today's guest is Dileep Thazhmon, Founder & CEO of Jeeves, one of the fastest-scaling fintechs to come out of Y Combinator (YC S20) Before Jeeves, Dileep built PowerInbox (later Jeeng) to $40M in revenue and a ~$100M exit. While running PowerInbox, Dileep ran headfirst into the chaos of cross-border payments, multiple cards, multiple bank accounts, different payment rails in every country, making his CFO's life a daily reconciliation nightmare. After his exit, he set out to solve that e...

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How Jeeves Scaled Fintech to 25 Countries | CEO Dileep Thazhmon Interview

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