Chapter, the fast-growing Medicare navigation platform, has secured $75 million in a Series D funding round led by Stripes. The round also saw strong participation from existing backers, including XYZ Venture Capital, Susa Ventures, Addition, Narya Capital, and Maverick Ventures. Less than a year after its Series C, Chapter is moving full speed ahead in its mission to transform how Americans approach Medicare and retirement decisions.
This fresh capital injection will supercharge Chapter’s ongoing product development. The company is building tools designed to give seniors access to better data, smarter technology, and more personalized support—right when they need it most. Over the past 12 months, Chapter saw a 4x jump in enrollments, and it shows no signs of slowing down.
Stripes Partner Ron Shah, who joins Chapter’s board, praised the team’s approach to a notoriously tricky issue. He noted that Chapter is reinventing the way seniors make one of the most important—and confusing—choices in their lives: picking the right health coverage. Shah highlighted Chapter’s innovative data stack and purpose-built technology as key reasons for backing the company.
Chapter has earned its reputation by focusing relentlessly on user experience. It consistently leads the industry in customer satisfaction, retention, and Net Promoter Score (NPS), while strengthening relationships with both individual beneficiaries and enterprise partners.
According to Chapter’s CEO and co-founder Cobi Blumenfeld-Gantz, Medicare’s complexity leaves too many people with plans that cost more but deliver less. With the regulatory landscape constantly shifting and scams on the rise, retirees need clear, trustworthy guidance now more than ever. Chapter is determined to offer exactly that.
What sets Chapter apart is its commitment to unbiased advice. Many retirees unknowingly receive guidance shaped by commission-based incentives. Chapter is working to change that. By eliminating conflicts of interest and empowering advisors with proprietary technology, the platform delivers personalized, high-quality support at scale.
In the past year alone, Chapter has expanded its reach by partnering with leading health systems, financial firms, and content creators. These partnerships are helping more Americans navigate retirement with clarity and confidence. The company is becoming the go-to platform for trusted Medicare and retirement planning.
But Chapter’s impact isn’t limited to enrollments. The company is also pushing for policy reform, working to realign incentives within Medicare to better serve retirees. These advocacy efforts aim to improve transparency, reduce exploitation, and ensure that seniors always come first.
Beyond Medicare enrollment, Chapter is also tackling another overlooked issue: underused benefits. In 2024, the company launched its Over-the-Counter (OTC) app, making it easier for seniors to access OTC products covered by their plans. With billions in unused benefits each year, the OTC app has already grown its user base 20x and secured national retail partnerships to scale even further.
As Chapter continues its growth journey, its focus remains the same: to serve retirees with compassion, clarity, and innovation. With new resources in hand, the company plans to build out even more tools and partnerships that help seniors live healthier, more secure lives in retirement.
