# Chapter

> Chapter is an AI-native Medicare advisory platform that helps older Americans choose the right Medicare and retirement healthcare coverage. Instead of acting as a commission-driven marketplace, Chapter reviews plans from every insurance carrier nationwide and pairs that data with licensed, independent advisors to deliver unbiased recommendations. Founded in New York in 2020, the company has supported more than 500,000 enrollees and crossed $100 million in annual recurring revenue.

- **Founded:** 2020
- **Headquarters:** New York, United States
- **Founders:** Cobi Blumenfeld-Gantz (Co-Founder & CEO), Corey Metzman (Co-Founder & COO), Vivek Ramaswamy (Co-Founder)
- **Team size:** Approximately 220 employees (corporate headcount held roughly flat year-over-year despite tripling revenue).
- **Products:** Medicare Plan Comparison & Recommendations, Licensed Medicare Advisors, Provider Directory & Prescription Cost Calculator, OTC Benefits App (myotc.com)
- **Notable:** Raised $284M total across five rounds, including a $100M Series E in April 2026, Surpassed $100M in annual recurring revenue while tripling 2025 revenue, Supported more than 500,000 Medicare enrollees

## Products & services

- **Medicare Plan Comparison & Recommendations** — Software that reviews plans from every insurance carrier nationwide and recommends options based on a person's doctors, hospitals, and prescriptions - not on commissions.
- **Licensed Medicare Advisors** — Independent, licensed advisors available by phone and appointment to guide enrollment into Medicare Advantage, Medicare Supplement, and Part D plans.
- **Provider Directory & Prescription Cost Calculator** — AI-driven tools that check whether a beneficiary's doctors are in-network and estimate real out-of-pocket drug costs across plans.
- **OTC Benefits App (myotc.com)** — A free app that helps members maximize over-the-counter Medicare benefits with home delivery.

## Achievements

- Raised $284M total across five rounds, including a $100M Series E in April 2026
- Surpassed $100M in annual recurring revenue while tripling 2025 revenue
- Supported more than 500,000 Medicare enrollees
- A+ accreditation from the Better Business Bureau and a 5-star Reviews.io rating
- Valuation more than doubled within a year of its prior round

## Latest updates

- **2026-04** — Raised $100M Series E led by Generation Investment Management to build the trust layer between seniors and technology; launched an enhanced provider directory and prescription cost calculator.
- **2025-04** — Raised $75M Series D led by Stripes at a $1.5B valuation to expand health-system partnerships.

## Links

- Website: https://askchapter.org
- LinkedIn: http://www.linkedin.com/company/joinchapter
- Twitter/X: https://twitter.com/askchapter
- Facebook: https://facebook.com/ChapterMedicare

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Profile page: https://yespress.io/chapter
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Last updated: 2026-06-15