Chapter, a Medicare startup with links to Vance, Thiel, and Ramaswamy, just raised a round at $1.5B valuation

Chapter, a Medicare startup with links to Vance, Thiel, and Ramaswamy, just raised a round at $1.5B valuation
By: technology Posted On: April 16, 2025 View:

Chapter, a Medicare advisory startup co-founded by former Republican presidential hopeful Vivek Ramaswamy, has closed a $75 million funding round at a valuation of $1.5 billion led by private equity and venture firm Stripes.

The startup helps seniors choose Medicare health plans analyzing doctors, hospitals, and prescription drug coverage. Unlike many other Medicare insurance brokers, Chapter claims to prioritize client needs over insurer profits.

Naraya, the VC firm founded by Vice President J.D. Vance, led Chapter’s Series A round in 2020. Peter Thiel, who also invested in the company, assumed Vance’s board seat when Vance resigned to run for Senate in 2021.

While Thiel has since resigned from Chapter’s board, Democrat Donna Shalala, who served as Secretary of Health and Human Services during the Clinton administration and was later a U.S. Congresswoman, has filled the vacancy. Shalala told Bloomberg that Ramaswamy’s role and investments from Republicans Vance and Thiel were not an issue. “I don’t think of the company as political.”

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