Katelyn Lesse

I currently lead Platform engineering at Anthropic. I previously led Connect engineering at Stripe and product engineering at Betterment. I'm from New York and currently based in San Francisco.

Writing

You can't avoid the hard part2026-07-05
Can you avoid the hard part and still succeed? If the answer is no, the safe path is just delaying failure. You have to take the big swing.
The testing pyramid still holds2026-04-01
The testing pyramid still holds. How we interpret it and the intention we put into following it matters now more than ever.
The human + agent software team wins2026-02-16
The companies that win will have humans doing what humans do best and agents doing what agents do best.

Speaking