Chapter, a Medicare navigation platform, announced that it raised $75 million in Series D funding led by Stripes, with participation from all major investors: XYZ Venture Capital, Susa Ventures, Addition, Narya Capital, and Maverick Ventures. This funding raise comes less than one year after Chapter’s Series C.
Retirees seek support and security in the current economic climate and with more sophisticated scams. And healthcare systems, financial advisors, and content creators seek trusted resources to support better health and financial outcomes for their patients, clients, and audiences.
Picking a Medicare plan is one of retirees’ most important decisions, yet the decision is clouded by deceptive marketing, exploitative agents, and an overall lack of transparency. And Chapter has made significant strides in improving the Medicare landscape.
Through its proprietary technology, Chapter enables its advisors to deliver high-quality guidance at scale, ensuring retirees receive the best possible support every time. In the last year, Chapter has rapidly grown its platform and forged key partnerships with the country’s top health systems, financial firms, and content creators, cementing its role as the default Medicare and retirement partner. These moves have powered Chapter’s ability to help tens of thousands more Americans navigate complex decisions with the same high-touch, high-trust experience it’s known for.
Chapter’s influence also extends beyond individual enrollments. The company has driven consumer-centric policy changes in Medicare, advocating for greater transparency and alignment of agent incentives with retirees’ needs. These efforts, which include several ongoing initiatives, are creating lasting improvements in the Medicare system and working toward a future in which retirees have the support they deserve.
Chapter continues serving an increasing number of retirees and has expanded its impact beyond Medicare enrollment. And last year, Chapter launched its Over-the-Counter (OTC) app, enabling Medicare beneficiaries to easily redeem over-the-counter (OTC) benefits through their plans. And many Medicare plans include many benefits, but these benefits are often difficult to access. Each year, approximately $5 billion of OTC benefits go unused. Chapter scaled the user base by 20x and signed partnership agreements with large, national retailers to propel growth and support more seniors.
As Chapter continues growing, its commitment to retirees remains steadfast. And the company is excited to expand its resources and develop new solutions to meet retirees’ most pressing needs, ensuring our aging population receives the care, support, and security they deserve in retirement.
What the funding will be used for: The funding enables the company to accelerate its mission of delivering better, more personalized Medicare and retirement experiences to Americans.
This funding will advance Chapter’s continued product expansion, all built to ensure seniors have access to the best data and technology for their most consequential decisions. And over the past year, Chapter experienced 4x enrollment growth and continues to build on that momentum through 2025.
KEY QUOTES:
“Chapter is reshaping one of the most consequential — and confusing — decisions in someone’s life as they enter retirement: their health coverage. The Chapter team has taken a fundamentally innovative approach to this complex problem by reimagining the technology and data stack from the ground up in order to deliver far superior guidance to America’s seniors. We are thrilled to support their vision as they expand a platform that’s already made a meaningful difference for so many.”
– Ron Shah, Partner at Stripes, who will be joining Chapter’s Board of Directors
“Navigating Medicare is needlessly complex. Too many people end up with plans that cost more and cover less than they should. At a time when the regulatory environment and Medicare ecosystem is rapidly changing, we remain committed to bringing transparency and trust to a system that desperately needs it.”
– Cobi Blumenfeld-Gantz, Co-founder and CEO of Chapter
