Medicare Advisory Startup Chapter Raises $75M at $1.5B Valuation

Sophia Steele

Sophia Steele

April 17, 2025 · 3 min read
Medicare Advisory Startup Chapter Raises $75M at $1.5B Valuation

Medicare advisory startup Chapter has secured a significant $75 million funding round, valuing the company at $1.5 billion. The round was led by private equity and venture firm Stripes, marking a substantial milestone for the startup co-founded by former Republican presidential hopeful Vivek Ramaswamy.

Chapter's innovative approach focuses on helping seniors choose the most suitable Medicare health plans by analyzing doctors, hospitals, and prescription drug coverage. What sets the startup apart from traditional Medicare insurance brokers is its commitment to prioritizing client needs over insurer profits. This client-centric approach has likely contributed to the company's rapid growth and attractiveness to investors.

The startup's funding history is notable, with Naraya, the VC firm founded by Vice President JD Vance, leading Chapter's Series A round in 2020. Peter Thiel, a prominent investor, also participated in the round and later assumed Vance's board seat when Vance resigned to run for Senate in 2021. Although Thiel has since resigned from the board, his involvement highlights the startup's ability to attract high-profile investors.

In a significant development, Democrat Donna Shalala, who served as Secretary of Health and Human Services during the Clinton administration and later as U.S. Congresswoman, has filled the vacancy left by Thiel's resignation. Shalala's involvement is notable, given the political affiliations of Chapter's co-founder and early investors. However, Shalala emphasized that she does not view the company as political, stating, "I don't think of the company as political." Her involvement is likely to bring a wealth of healthcare expertise to the startup.

The $75 million funding round and $1.5 billion valuation are a testament to Chapter's rapid growth and the increasing demand for innovative Medicare advisory services. The startup's focus on prioritizing client needs is likely to resonate with seniors navigating the complex Medicare landscape. As the healthcare industry continues to evolve, Chapter's approach may serve as a model for other companies seeking to put clients at the forefront of their operations.

The funding round and valuation also underscore the growing interest in healthcare technology startups. With the global healthcare industry projected to reach $11.9 trillion by 2022, startups like Chapter are well-positioned to capitalize on the trend. As the healthcare landscape continues to shift, Chapter's innovative approach and significant funding round are likely to have a lasting impact on the industry.

In conclusion, Chapter's $75 million funding round and $1.5 billion valuation mark a significant milestone for the Medicare advisory startup. With its client-centric approach and high-profile investors, Chapter is poised to make a meaningful impact on the healthcare industry. As the company continues to grow and evolve, its focus on prioritizing client needs is likely to remain a key differentiator in the market.

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