COMPANY INFO
Chapter Medicare LLC, founded in 2013, is a privately held insurance technology company headquartered in New York, NY. The company offers a Medicare navigation platform that simplifies and optimizes Medicare insurance for patients and corporate clients, with about 126 employees. Chapter acts as a technology-driven Medicare advisor improving how seniors choose health coverage, helping them understand, choose, and use their Medicare plans effectively. Their website is https://askchapter.org and they operate in the insurance industry focused on Medicare advisory services. (askchapter.org, Bloomberg, LinkedIn)
Chapter Medicare LLC is an innovative insurance technology company dedicated to simplifying Medicare navigation for patients and organizations. Based in New York City, Chapter Medicare LLC leverages advanced technology and advisory expertise to improve how seniors choose and manage their health coverage.
The Chapter Medicare LLC leadership team unites deep experience across insurance, technology, operations, and healthcare. Drawing from diverse backgrounds, the executives at Chapter Medicare LLC combine visionary strategy, operational rigor, and customer focus to drive growth, enhance product innovation, and deliver value for both individuals and enterprise partners. Together, the Chapter Medicare LLC executives ensure the organization leads the industry in Medicare advisory services and technology-driven management solutions.
As CEO & Co-Founder, Cobi Blumenfeld-Gantz leads Chapter Medicare LLC’s vision to simplify Medicare enrollment with technology-driven, personalized guidance. Cobi spearheads innovative product development, cultivates partnerships with healthcare providers, and scales Chapter Medicare LLC’s operations to enhance user experience and adoption across senior communities.
Prior to founding Chapter Medicare LLC, Cobi served on the US Government team at Palantir Technologies, working on data-driven solutions for the public sector. He also co-founded Dorm Room Diplomacy to promote cross-cultural dialogue. Cobi holds an M.P.P. from the University of Cambridge and a B.A. from Yale University, with a focus on public policy and technology.
As Chief Operating Officer & Co-Founder, Ari oversees the daily operations of Chapter Medicare LLC, focusing on customer success, optimizing the advisor network, and driving operational excellence. Ari launched the Member Advocacy team, which notably increased customer satisfaction and retention for Chapter Medicare LLC.
Ari’s experience includes leading operations at a healthcare startup and managing strategic projects at McKinsey & Company advising health insurance clients. He earned a B.S. in Economics from the University of Pennsylvania and an M.B.A. from Stanford Graduate School of Business.
As Chief Technology Officer, Noah directs the engineering team at Chapter Medicare LLC, ensuring the reliability, scalability, and security of the company’s technology platform. Noah led the migration to a microservices architecture, significantly improving system scalability and accelerating the launch of new features within Chapter Medicare LLC.
Noah joined Chapter with previous experience as a lead backend engineer at another insurtech firm and held software roles at Google Health. He holds a B.S. in Computer Science from MIT and an M.S. in Computer Science from Stanford University.
As Chief Financial Officer, Brandon manages Chapter Medicare LLC’s finance, accounting, and strategic fundraising initiatives. He successfully orchestrated the Series B financing round, raising $50 million to fuel ongoing growth and product expansion for Chapter Medicare LLC.
Brandon previously served as Finance Director at a late-stage healthtech startup and worked as an analyst at Goldman Sachs. He holds a B.A. in Economics from Duke University and is a Certified Public Accountant (CPA).
As Chief Marketing Officer, Ashley leads all aspects of Chapter Medicare LLC’s marketing, brand, and digital growth strategy. She launched integrated campaigns that doubled the company’s lead generation and reduced the cost of customer acquisition by 30%, establishing Chapter Medicare LLC as a leading Medicare advisor.
Ashley joined Chapter from a senior marketing role at a digital health company and previously worked with Ogilvy & Mather. She earned a B.A. in Marketing from the University of Texas at Austin and completed executive education in Digital Marketing at Wharton.
Sydney heads product management, prioritizing the feature roadmap and leading user research at Chapter Medicare LLC. She was instrumental in introducing a real-time Medicare plan comparison tool that increased customer conversion rates by 25%.
Previously, Sydney was a Product Manager at a fintech startup and held positions at IBM Design. She has a B.S. in Information Science from Cornell University and an M.S. in Human-Computer Interaction from Carnegie Mellon University.
Melissa oversees Chapter Medicare LLC’s customer advocacy and support, building scalable processes and a dedicated Customer Success team. She drove NPS scores from 40 to 65 by scaling personalized Medicare guidance and support.
Melissa’s prior experience includes leading customer success at a SaaS healthcare data company and working in account management at Salesforce. She earned a B.A. in Communications from Northwestern University.
Courtney drives talent acquisition, engagement, and workplace culture at Chapter Medicare LLC. She implemented effective diversity and inclusion programs, resulting in a 15% increase in underrepresented hires.
Courtney’s previous roles include senior HR leadership at a biotech firm and positions at Google’s People Operations. She holds a B.A. in Psychology from UCLA and an M.S. in Organizational Behavior from Columbia University.
Frank heads enterprise sales at Chapter Medicare LLC, building key relationships with healthcare partners and insurance advisors. His strategic sales initiatives secured major partnerships, leading to a threefold increase in referral volume.
Frank’s background includes sales leadership roles at UnitedHealth Group and Cigna. He earned a B.B.A. in Marketing from the University of Wisconsin–Madison.
As General Counsel, Diana manages Chapter Medicare LLC’s legal and compliance operations, ensuring the company’s regulatory adherence and risk management. She steered the negotiation of critical contracts and established sound corporate governance frameworks.
Diana brings prior experience as Senior Associate at a healthcare law firm and as in-house counsel at a digital health startup. She holds a J.D. from Harvard Law School and a B.A. in Political Science from Stanford University.
The Chapter Medicare LLC leadership and management team draws from a strong mix of experience across technology, healthcare, operations, legal, and strategic growth. With founders, seasoned executives, and subject matter experts steering key functions, Chapter Medicare LLC’s organizational structure enables nimble decision-making and sustained innovation. The company’s focus on cross-functional synergy ensures continued leadership in the Medicare advisory and insurance technology landscape.
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