The Upstarts Podcast

Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor

43 min · 24. huhti 2026
jakson Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor kansikuva

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When Cobi Blumenfeld-Gantz's parents struggled to navigate Medicare—faxes, phone calls, even a trip to the Social Security office—he figured someone had built a better way. Nobody had. So, in 2020, he co-founded Chapter: a startup focused on connecting Americans to better Medicare plans, saving seniors thousands of dollars per year. Among legacy healthcare players, that hasn’t made him many fans. “I am one of the most hated people in the industry,” he says. “I’m bad for business.” On The Upstarts Podcast, Blumenfeld-Gantz shares his journey from foreign policy studies to forward deployed engineer at Palantir; how Chapter’s nationwide database of Medicare plans helped it reach $100 million in revenue and a $3 billion valuation; and why he proposes a twist on a typical startup metric: product-market-channel fit. Plus, he shares his Upstart Moment: when last year’s government shutdown cut off Chapter's data right at the opening of Medicare's busiest enrollment window, and his team had one week to reverse-engineer their way out. Chapters: 00:00 Introduction 01:04 Solving his parents’ problem 08:08 From foreign policy to Palantir 12:01 Why Palantir breeds so many startup founders 14:28 Getting started and managing VC no’s 20:24 Why product market channel fit matters 26:51 Cobi’s Upstart Moment: the shutdown 32:33 “One of the most hated people in the industry’ 35:41Tuning out noise and talent density 42:37 Up next: a wider financial platform for senior spend For more, visit https://www.upstartsmedia.com/ [https://www.upstartsmedia.com/] Season 1 of the Upstarts Podcast is presented by Mercury [https://mercury.com/] Produced & edited by Eric Johnson from LightningPod [https://lightningpod.fm/]

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1. touko 202643 min
jakson Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor kansikuva

Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor

When Cobi Blumenfeld-Gantz's parents struggled to navigate Medicare—faxes, phone calls, even a trip to the Social Security office—he figured someone had built a better way. Nobody had. So, in 2020, he co-founded Chapter: a startup focused on connecting Americans to better Medicare plans, saving seniors thousands of dollars per year. Among legacy healthcare players, that hasn’t made him many fans. “I am one of the most hated people in the industry,” he says. “I’m bad for business.” On The Upstarts Podcast, Blumenfeld-Gantz shares his journey from foreign policy studies to forward deployed engineer at Palantir; how Chapter’s nationwide database of Medicare plans helped it reach $100 million in revenue and a $3 billion valuation; and why he proposes a twist on a typical startup metric: product-market-channel fit. Plus, he shares his Upstart Moment: when last year’s government shutdown cut off Chapter's data right at the opening of Medicare's busiest enrollment window, and his team had one week to reverse-engineer their way out. Chapters: 00:00 Introduction 01:04 Solving his parents’ problem 08:08 From foreign policy to Palantir 12:01 Why Palantir breeds so many startup founders 14:28 Getting started and managing VC no’s 20:24 Why product market channel fit matters 26:51 Cobi’s Upstart Moment: the shutdown 32:33 “One of the most hated people in the industry’ 35:41Tuning out noise and talent density 42:37 Up next: a wider financial platform for senior spend For more, visit https://www.upstartsmedia.com/ [https://www.upstartsmedia.com/] Season 1 of the Upstarts Podcast is presented by Mercury [https://mercury.com/] Produced & edited by Eric Johnson from LightningPod [https://lightningpod.fm/]

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