Cascade #25 - Cobi Blumenfeld-Gantz: Rebuilding Medicare with Clarity, Trust, and Human Dignity
Cobi Blumenfeld-Gantz is the co-founder and CEO of Chapter—the most consumer-aligned Medicare guidance platform in the U.S., built to radically improve how seniors navigate retirement.
He grew up hearing stories of his family’s journey across borders and generations—from Havana to Rochester, New York. That early exposure to resilience, migration, and responsibility shaped everything that came next—from studying at Cambridge to working at Palantir, where he learned how to navigate complex, regulated systems.
Then came a turning point: watching his own family struggle to make sense of Medicare. That experience sparked a question that would drive the next chapter of his life—what if there were a better way to help people age with clarity, trust, and dignity?
With Chapter, Cobi is building just that. Backed by industry leaders and growing 4x year-over-year, it’s the only Medicare brokerage invited to testify before Congress. And it’s setting a new standard—where incentives are aligned, ethics are built into the product, and seniors are treated not as leads, but as people.
We talked about the broken state of Medicare, the hidden incentive structures shaping the industry, why most startups underestimate the power of distribution, and how Chapter is quietly laying the foundation for a more human future of retirement.
Learn more about Cobi and his company below: