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Fair Square Medicare

Medicare advisor for seniors

Fair Square Medicare logo
21-100 employees
  • Healthcare
  • B2C
  • Insurance
  • Age-tech
West Oakland, Oakland, CA

Company mission

To help seniors find the most comprehensive plan for their needs and budget.

Top investors

12% employee growth in 12 months

Our take

For many seniors, managing Medicare coverage can be extremely complicated. Fair Square Medicare solves this problem by helping older adults to find the right healthcare plan for them.

Fair Square Medicare is tackling one of the biggest challenges facing older Americans today, and this has been to the company's advantage. Since launching, Fair Square Medicare has scaled quickly, and its growth has been further accelerated by the support of Y Combinator.

Insurance technology startups are continuing to emerge in order to meet demand. Fair Square Medicare's laser focus on the senior market has set the company apart, however, and the impressive level of investment it has received will allow it to extend its lead in this space.

Freddie headshot

Freddie

Company Specialist at Welcome to the Jungle

Company values

  • We don’t use commission from insurance companies as a factor in our recommendations
  • We stay on the phone as long as you need
  • We’re here for a long time (and a good time)

Funding (2 rounds)

Aug 2022

$15m

SERIES A

Mar 2020

$0.2m

SEED

Total funding: $15.2m

This company has top investors

Leadership

Started out working in Growth at Redfin, before co-founding Octane Lending. Was also Technical Co-Founder of Trim.