Fair Square Medicare

Oakland, United States Founded: 2020 • Age: 6 yrs Acquired By Senior Market Sales
Medicare insurance brokerage services are provided by Fair Square Medicare.
Annual revenue - Latest available
Total funding $15.2M 2 rounds
Employees 55 Tracked headcount
Investors 4 Known backers
Products 2 Services tracked
Competitors - Brand Intelligence

About Fair Square Medicare

Fair Square Medicare is a company based in Oakland (United States) founded in 2020 by Daniel Petkevich was acquired by Senior Market Sales in January 2026. Fair Square Medicare has raised $15.15 million across 2 funding rounds from investors including Senior Market Sales, Define Ventures and Slow Ventures. The company has 55 employees as of December 31, 2022. Fair Square Medicare offers products and services including Medicare Plans and Consulting Services.

  • Headquarter Oakland, United States
  • Employees 55 as on 31 Dec, 2022
  • Founders Daniel Petkevich
  • Sectors
    Financial Services
  • Email
    Locked
  • Phone
    Locked
  • Website
    Locked
  • Legal Name Fair Square Medicare Inc.
Operational Areas
Financial Services → Insurance & Risk Management Unlock Sub-Sector Unlock Segment
Key Metrics
  • Annual Revenue
    Not available
  • Net Profit
    Not available
  • EBITDA
    Not available
  • Total Equity Funding
    $15.15 M (USD)

    in 2 rounds

  • Latest Funding Round
    $15 M (USD), Series A

    Aug 25, 2022

  • Investors
  • Employee Count
    55

    as on Dec 31, 2022

  • Acquired by
    Senior Market Sales

    (Jan 30, 2026)

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Products & Services of Fair Square Medicare

Fair Square Medicare offers a comprehensive portfolio of products and services, including Medicare Plans and Consulting Services.

Product name locked
Category locked
Primary

Medicare plans are managed for health coverage of seniors

Product name locked
Category locked
Locked

Consulting services are provided for healthcare options and compliance

People of Fair Square Medicare

Headcount 10-50
Employee Profiles 3
Employee Profiles
People
Joseph Casamassima
Medicare Advisor
People
Peter Austin
Brokerage Team Lead
People
Dan Petkevich
Founder & CEO

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Funding Insights of Fair Square Medicare

Fair Square Medicare has successfully raised a total of $15.15M across 2 strategic funding rounds. The most recent funding activity was a Series A round of $15 million completed in August 2022. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.

Investors in Fair Square Medicare

Fair Square Medicare has secured backing from 4 investors, including venture fund investors. Prominent investors backing the company include Senior Market Sales, Define Ventures and Slow Ventures.

All
Venture Fund
Investor Description Founded Year Domain Location
Define Ventures is focused on early-stage health tech investments.
Locked Locked Locked
Early-stage tech investments are made primarily in US companies.
Locked Locked Locked
Early-stage startups are accelerated via funding and educational programs.
Locked Locked Locked
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Investor details for Fair Square Medicare

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Investments & Acquisitions by Fair Square Medicare

Investments
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Investment portfolio details for Fair Square Medicare

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Financial Statements - Fair Square Medicare

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Detailed financials for Fair Square Medicare

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Fair Square Medicare Comparisons

Fair Square Medicare Primary company
Description
Medicare insurance brokerage services are provided by Fair S...
Location
Oakland, United States
Founded Year
2020
Annual Revenue
Not available
Net Profit
Not available
EBITDA
Not available
Employees
55
As of 2022
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Peer comparison for Fair Square Medicare

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Competitors of Fair Square Medicare

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Detailed competitors of Fair Square Medicare

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Latest news on Fair Square Medicare

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Complete news archive for Fair Square Medicare

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Frequently Asked Questions about Fair Square Medicare

Fair Square Medicare was founded in 2020.

Fair Square Medicare is headquartered in Oakland, United States. It is registered at Oakland, California, United States.

Daniel Petkevich is the current CEO of Fair Square Medicare. They have also founded this company.

Fair Square Medicare is a funded company, having raised a total of $15.15M across 2 funding rounds to date.

As of Dec 31, 2022, the latest employee count at Fair Square Medicare is 55.

Fair Square Medicare was established in 2020 in Oakland, United States, by Daniel Petkevich as its founder and CEO. Operations center on insurance brokerage within the health sector, where Medicare plans are facilitated for clients. Guidance is offered on plan selection, enrollment, and coverage options through an online platform at fairsquaremedicare.com. Services extend to individuals across the United States seeking Medicare-related support.

Fair Square Medicare offers Medicare Plans and Consulting Services.

Fair Square Medicare has 4 investors. Key investors include Senior Market Sales, Define Ventures, Slow Ventures, and Y Combinator.

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