Chapter

Chapter

Digital platform for Medicare guidance and support

About Chapter

Simplify's Rating
Why Chapter is rated
B+
Rated B on Competitive Edge
Rated A on Growth Potential
Rated B on Differentiation

Industries

Healthcare

Company Size

51-200

Company Stage

Series D

Total Funding

$201M

Headquarters

New York City, New York

Founded

2020

Overview

AskChapter.org is a digital platform that helps individuals understand and navigate Medicare. It primarily serves retirees and those eligible for Medicare, offering personalized advice through dedicated Medicare Advisors. These advisors guide clients on when to enroll in Medicare and assist in selecting plans that cover costs not included in Original Medicare. As clients' healthcare needs change, the advisors ensure they have the best value plan available. AskChapter.org charges a nominal monthly fee for its services, which helps clients reduce their annual out-of-pocket expenses. The company has received positive feedback for the knowledge and support provided by its advisors, earning a 5-star rating and an A+ rating from Better. In addition to Medicare advice, AskChapter.org offers a digital magazine addressing age-related challenges and has a team of Member Advocates to help clients maximize their benefits.

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Funded Recently
Simplify Jobs

Simplify's Take

What believers are saying

  • Raised $75M in Series D funding, boosting growth and innovation potential.
  • Partnership with Uber Health expands service reach and client base.
  • Growing digital health literacy among seniors increases platform adoption.

What critics are saying

  • Increased competition from new Medicare platforms may dilute market share.
  • Rapid expansion could strain operational capabilities, affecting service quality.
  • Changes in Medicare regulations may require constant platform updates.

What makes Chapter unique

  • Chapter offers independent Medicare advice, free from economic relationships.
  • The platform provides personalized Medicare navigation, enhancing user experience and satisfaction.
  • Chapter's digital magazine addresses age-related challenges, adding value beyond Medicare advice.

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Funding

Total Funding

$201M

Above

Industry Average

Funded Over

4 Rounds

Series D funding is typically for companies that are already well-established but need more funding to continue their growth. This round is often used to stabilize the company or prepare for an IPO.
Series D Funding Comparison
Meet Average

Industry standards

$77M
$70M
Twilio
$75M
Chapter
$80M
Handshake
$100M
Affirm

Benefits

Flexibility to work remotely

Competitive compensation package

Unlimited PTO

Breakfast, snacks, & coffee/tea on us.

Growth & Insights and Company News

Headcount

6 month growth

↑ 0%

1 year growth

↑ 2%

2 year growth

↑ 11%
Startup Ecosystem
Apr 17th, 2025
Chapter Raises $75 Million at $1.5 Billion Valuation

Chapter raises $75 million at $1.5 billion valuation.

Finsmes
Apr 16th, 2025
Chapter Raises $75M in Series D Funding

Chapter, a NYC-based provider of a medicare navigation platform, raised $75M in Series D funding

mbnkbj
Nov 30th, 2024
Fortnite Remix's Finale Drew In Over 14 Million Players, New All-Time Peak

Fortnite's fifth Chapter is about to come to a close with the launch of Chapter 6 tomorrow.

CityBiz
May 16th, 2024
Chapter Raises $50M for Medicare Platform

Chapter, a NYC-based Medicare navigation platform, raised $50M in Series C funding led by XYZ Venture Capital, with participation from Narya Capital, Addition, Susa Ventures, and Maverick Ventures. The funds will be used to accelerate product development and hiring. Additionally, Chapter launched a new Over The Counter (OTC) product, enabling consumers to redeem OTC benefits in their plans.

Finsmes
May 15th, 2024
Chapter Raises $50M in Series C Funding

Chapter, a NYC-based Medicare navigation platform, raised $50M in Series C funding

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