Cobi Blumenfeld-Gantz, Co-Founder & CEO at Chapter
4.7/5 Rating
Health & Wellness
Approx. 8.3 Million/mo
$100 Million ARR ARR

Cobi Blumenfeld-GantzCo-Founder & CEO

In this interview, Chapter co-founder and CEO Cobi Blumenfeld-Gantz discusses the company's rise to a $3 billion valuation in the senior health navigation market. He outlines their transition to an AI-native infrastructure, the power of an unbiased advisory model, and how they tripled revenue with flat headcount. Blumenfeld-Gantz also shares insights on strategic wealth management partnerships, legislative advocacy in Washington, and Chapter's ultimate vision to become the comprehensive super-app for retirement.

Cobi Blumenfeld-Gantz

Cobi Blumenfeld-Gantz

Co-Founder & CEO

Chapter

Chapter

Founder Stats

  • Health & Wellness
  • Started 2020
  • Approx. 8.3 Million/mo
  • 180+ team
  • New York, New York, United States

About Cobi Blumenfeld-Gantz

Cobi Blumenfeld-Gantz is the co-founder and CEO of Chapter, a Medicare navigation platform helping seniors make better healthcare decisions. Prior to founding Chapter, he spent several years at Palantir Technologies, where he worked on government-focused initiatives. Under his leadership, Chapter has grown into one of the most valuable private companies in senior healthcare navigation, surpassing $100 million in annual recurring revenue while using technology and AI to deliver personalized Medicare guidance at scale.

Interview

July 9, 2026

Q

What inspired you to start Chapter?

Question 1 of 17
Cobi Blumenfeld-Gantz

The idea came from watching family members struggle with Medicare enrollment. My grandfather's experience first exposed me to the complexity of the system, and later my parents received poor advice that resulted in missed deadlines and ongoing penalties. It became clear that seniors needed a better way to navigate Medicare.

0
Q

How did your experience at Palantir influence the way you built Chapter?

Question 2 of 17
Cobi Blumenfeld-Gantz

While the subject matter was different, Palantir taught me to approach problems through data and to operate with limited structure. We view Medicare as an information problem, which has shaped how we build technology and serve customers.

0
Q

Why did you believe an unbiased customer-first model could outperform traditional Medicare brokers?

Question 3 of 17
Cobi Blumenfeld-Gantz

The purpose of Chapter was always to help people make better decisions. Incentivizing advisors to push specific plans would have contradicted our mission. We believed that trust and long-term customer outcomes would ultimately create a stronger business.

0
Q

When did you realize the model was working?

Question 4 of 17
Cobi Blumenfeld-Gantz

Our confidence grew significantly as the company accelerated in 2022 and 2023. Strong enterprise partnerships and increasing customer adoption demonstrated that a customer-first approach could scale successfully.

0
Q

How did you build Chapter’s Medicare data infrastructure?

Question 5 of 17
Cobi Blumenfeld-Gantz

We started before the generative AI boom and initially built traditional data systems. Over time, we transitioned to modern serverless infrastructure and AI-native tools, allowing us to move faster and provide increasingly personalized recommendations.

0
Q

How have you been able to triple revenue while keeping corporate headcount relatively flat?

Question 6 of 17
Cobi Blumenfeld-Gantz

We intentionally hire slowly and maintain a high talent bar. That forces us to automate processes instead of adding people. AI and technology allow our team to handle significantly more work without increasing overhead.

0
Q

Why is customer retention so much stronger than the industry average?

Question 7 of 17
Cobi Blumenfeld-Gantz

Retention starts with getting customers into the right Medicare plan from day one. Many companies separate enrollment from retention, but we focus on creating an exceptional initial experience and continuing to support members throughout their Medicare journey.

0
Q

How did Chapter develop relationships with major wealth management firms?

Question 8 of 17
Cobi Blumenfeld-Gantz

We earned trust through performance. One advisory firm gave us an opportunity to help its clients, and positive outcomes led to additional referrals. Over time, those successes created momentum throughout the wealth management industry.

0
Q

What role do financial advisors play in Chapter’s growth strategy?

Question 9 of 17
Cobi Blumenfeld-Gantz

Financial advisors increasingly need differentiated services to serve clients effectively. Medicare guidance is a critical need for retirees, and our platform helps advisors provide additional value beyond investment management.

0
Q

What was it like testifying before the Senate Finance Committee?

Question 10 of 17
Cobi Blumenfeld-Gantz

The experience highlighted the importance of protecting seniors from misleading marketing and spam calls. Some positive regulatory changes followed, but there is still significant opportunity to improve how Medicare works for consumers.

0
Q

How has Chapter attracted investors from different political and professional backgrounds?

Question 11 of 17
Cobi Blumenfeld-Gantz

Medicare is a bipartisan issue that affects nearly everyone. Investors who understand complex government-related challenges appreciate the importance of improving outcomes for seniors, regardless of political affiliation.

0
Q

How do you see Chapter evolving beyond Medicare?

Question 12 of 17
Cobi Blumenfeld-Gantz

Our mission is broader than healthcare. We want to help people live the best chapter of their lives by supporting retirement across healthcare, financial planning, social engagement, purpose, and community.

0
Q

How are you thinking about future fundraising and liquidity events?

Question 13 of 17
Cobi Blumenfeld-Gantz

We remain focused on execution. The company is well-capitalized today, so our primary priority is building the business rather than planning specific financing or liquidity outcomes.

0
Q

How will revenue evolve as new retirement-focused products launch?

Question 14 of 17
Cobi Blumenfeld-Gantz

Medicare will remain our largest business for the foreseeable future, but we see substantial opportunities in adjacent retirement services that could become major growth drivers over time.

0
Q

How does Chapter stay ahead as larger healthcare companies enter the market?

Question 15 of 17
Cobi Blumenfeld-Gantz

We focus on creating value for both members and insurance carriers. By improving engagement, retention, and customer support, we strengthen relationships across the healthcare ecosystem and continue building advantages through technology.

0
Q

What is your approach to hiring?

Question 16 of 17
Cobi Blumenfeld-Gantz

We prioritize exceptional people over predefined job descriptions. Rather than filling fixed roles, we often design opportunities around talented individuals who can have a significant impact on the company.

0
Q

What is your long-term vision for Chapter?

Question 17 of 17
Cobi Blumenfeld-Gantz

I want Chapter to become the default destination for Medicare and retirement guidance in America. Ultimately, we aim to become the trusted platform that helps retirees navigate healthcare, finances, community, work, volunteering, and every major aspect of retirement.

0

Video Interviews with Cobi Blumenfeld-Gantz

Chapter Hits $3B Valuation with $100M Raise: Interview with Cobi Blumenfeld-Gantz, CEO & Co-Founder

Chapter Hits $3B Valuation with $100M Raise: Interview with Cobi Blumenfeld-Gantz, CEO & Co-Founder

Chapter Hits $3B Valuation with $100M Raise: Interview with Cobi Blumenfeld-Gantz, CEO & Co-Founder

Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor

Chapter's Cobi Blumenfeld-Gantz: From Palantir To $3B Medicare Disruptor

Chapter CEO Cobi Blumenfeld-Gantz - Medicare Complexity, $100B Fraud and How Tech Can Fix It

Chapter CEO Cobi Blumenfeld-Gantz - Medicare Complexity, $100B Fraud and How Tech Can Fix It

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