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AI for America's Small Businesses | Lassie

Explore episode Jul 30, 2026

Where this was said

Going Undercover: Founders as Manual Billers

At 12:40 · chapter starts 8:40

There's an unusual origin to Lassie's technical edge: its founders were, for a significant period, not software engineers but billing clerks. Steijn Pelle — former Robinhood growth lead — and Frédéric Renken — former Superhuman product manager — sat at the reception desks of dental and gastroenterology offices and did the work. They opened envelopes, deposited checks, reconciled ledgers, and navigated insurance portals by hand. The pitch to get in the door was, as Pelle admits, deeply weird: 'Hello, I work on Robinhood's referral program, can I do your billing?' But the fact that every single practice said yes was the founding data point. The trust these doctors extended — giving Pelle and Renken access to HIPAA-sensitive financial records, the lifeblood of their business — was itself evidence of the severity of the problem. Frédéric Renken would later attribute the product's 98% automation rate directly to this period: you cannot build a product that does a job you've never actually done.

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