Flex

San Francisco, United States Founded: 2023 • Age: 3 yrs
HSAFSA payment solutions are provided by Flex for businesses.

About Flex

Flex is a company based in San Francisco (United States) founded in 2023 by Sam OKeefe. It operates as a API-as-a-Product, and FinTech. Flex has raised $18.7 million across 3 funding rounds from investors including Heirloom Ventures, Y Combinator and SV Angel. Flex offers products and services including HSA/FSA Payment Infrastructure, Shopify Payment App, Web API Checkout, and Letter of Medical Necessity. Flex operates in a competitive market with competitors including Greenphire, Cedar, Zelis Healthcare, PayZen and Alegeus, among others.

  • Headquarter San Francisco, United States
  • Founders Sam OKeefe
  • Sectors
    Financial Services
  • Email
    ***********
  • Phone
    *********
  • Website
    *********
  • Social
    *********
Operational Areas
Financial Services → FinTech & Digital Finance
Key Metrics
  • Annual Revenue
  • Net Profit
  • EBITDA
  • Total Equity Funding
    $18.7 M (USD)

    in 3 rounds

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

    Sep 02, 2025

  • Investors
  • Employee Count
    Employee Count
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Products & Services of Flex

Flex offers a comprehensive portfolio of products and services, including HSA/FSA Payment Infrastructure, Shopify Payment App, Web API Checkout, and Letter of Medical Necessity. The company's diverse product and service offerings are designed to meet the evolving needs of its customers, address market demands, and provide comprehensive solutions that drive value creation and customer satisfaction across various segments and use cases.

Primary

HSA/FSA payments are enabled for seamless checkout experiences.

HSA/FSA payments are integrated into Shopify checkout systems.

API for HSA/FSA payments is provided for websites.

Compliance with HSA/FSA rules is supported through documentation.

People of Flex
Headcount 1-10
Employee Profiles 8
Employee Profiles
People
Sam Okeefe
Co-founder & CEO
People
Miguel Toledo
Co-founder
People
Varsha P.
Founding Software Engineer
People
Devon Navon
Data Engineer

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Funding Insights of Flex

Flex has successfully raised a total of $18.7M across 3 strategic funding rounds. The most recent funding activity was a Series A round of $15 million completed in September 2025. 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.

  • Total Funding
  • Total Rounds 3
  • Last Round Series A — $15.0M
  • First Round

    (01 Jun 2023)

  • Investors Count 9
Date Amount Transaction Name Valuation Lead Investors Investors
Sep, 2025 Amount Series A - Flex Valuation First Round Capital , Core Innovation Capital
Sep, 2024 Amount Seed - Flex Valuation Y Combinator , SV Angel
Jun, 2023 Amount Seed - Flex Valuation

investors

Date Amount Transaction Name Valuation Lead Investors Investors
Jul, 2021 Amount Post-IPO - Grab Valuation

investors

Feb, 2021 Amount Post-IPO - Grab Valuation

investors

Jan, 2021 Amount Post-IPO - Grab Valuation

investors

Feb, 2021 Amount Post-IPO - Grab Valuation

investors

Investors in Flex

Flex has secured backing from 9 investors, including venture fund and institutional investors. Prominent investors backing the company include Heirloom Ventures, Y Combinator and SV Angel. This diverse investor base provides strategic capital, industry expertise, and valuable network connections that support the company's growth initiatives, market expansion, and long-term value creation.

All
Venture Fund
Institutional
Investor Description Founded Year Domain Location
Early-stage startups are accelerated via funding and educational programs.
Founded Year Domain Location
Early-stage investments are provided to transformative technology companies.
Founded Year Domain Location
Venture capital investments in pre-seed and seed stages, focusing on founders.
Founded Year Domain Location
Investor Description Founded Year Domain Location
Single family office of Amitabh Bachchan, founder of Amitabh Bachchan Corporation or AB CORP
Founded Year Domain Location
Startup ecosystems are ignited through strategic investments by Signite Partners.
Founded Year Domain Location
Venture capital is directed toward companies in multiple sectors.
Founded Year Domain Location
Venture capital is invested in cybersecurity, fintech, and AI startups.
Founded Year Domain Location

Investments & Acquisitions by Flex

Investments
Company Name Description Domain Location Founded Year Amount
Bionic investment advisor platform
2016
Fine Asian gourmet food is offered by an internet-first restaurant.
2016
Physical e-commerce kiosks are deployed for rural purchases in Indonesia.
2014
Fine Asian gourmet food is offered by an internet-first restaurant.
2016

Financial Statements - Flex

Tata Steel revenue growth over time
Tata Steel profit and loss trends over time
Date Amount Transaction Name Valuation Lead Investors Investors
Jul, 2021 Amount Post-IPO - Grab Valuation

investors

Feb, 2021 Amount Post-IPO - Grab Valuation

investors

Jan, 2021 Amount Post-IPO - Grab Valuation

investors

Feb, 2021 Amount Post-IPO - Grab Valuation

investors

Flex Comparisons

Employees
+
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Competitors of Flex

Flex operates in a dynamic and competitive business environment, facing competition from various established players and emerging companies in the market. The competitive landscape includes prominent companies such as Greenphire, Cedar, Zelis Healthcare, PayZen and Alegeus, among others. This competitive environment drives innovation, market differentiation, and strategic positioning as companies strive to capture market share and deliver value to their customers. Understanding the competitive dynamics is crucial for assessing market positioning, identifying growth opportunities, and navigating the challenges inherent in a competitive marketplace.

Company Name Domain Founded year HQ Location Description
domain founded_year HQ Location
Clinical payment technology for patient transactions in research is provided.
domain founded_year HQ Location
Cloud-based payment solutions are provided for healthcare billing and analytics.
domain founded_year HQ Location
Digital solutions to modernize the healthcare financial experience for payers, providers, and members
domain founded_year HQ Location
AI medical billing software for healthcare professionals and organizations
domain founded_year HQ Location
Healthcare benefits are administered via tax-advantaged account platforms.
domain founded_year HQ Location
Revenue cycle management platform for healthcare centers is offered.
Company Name Domain Founded year HQ Location Description
domain founded_year HQ Location
Multiple services are booked via an app-based platform.
domain founded_year HQ Location
On-demand services are booked through an app-based platform.
domain founded_year HQ Location
App based platform offering on demand delivery and ride-hailing services
domain founded_year HQ Location
Operates an on-demand hyperlocal delivery app for food and groceries.

Frequently Asked Questions about Flex

When was Flex founded?

Flex was founded in 2023.

Where is Flex located?

Flex is headquartered in San Francisco, United States. It is registered at San Francisco, California, United States.

Who is the current CEO of Flex?

Sam OKeefe is the current CEO of Flex. They have also founded this company.

Is Flex a funded company?

Flex is a funded company, having raised a total of $18.7M across 3 funding rounds to date. The company's 1st funding round was a Seed of $500K, raised on Jun 01, 2023.

What does Flex do?

HSAFSA payment infrastructure is offered by Flex to enable seamless transactions for health and wellness brands. Solutions are designed for e-commerce integration, supporting Shopify, web APIs, and compliance tools like Letters of Medical Necessity. Industries such as fitness, skincare, and supplements are served, with a focus on increasing conversion rates and average order values. Enterprise-scale operations, including subscriptions and high-volume transactions, are supported through customizable and reliable technology.

Who are the top competitors of Flex?

Flex's top competitors include Greenphire, Cedar and PayZen.

What products or services does Flex offer?

Flex offers HSA/FSA Payment Infrastructure, Shopify Payment App, Web API Checkout, and Letter of Medical Necessity.

Who are Flex's investors?

Flex has 9 investors. Key investors include Heirloom Ventures, Y Combinator, SV Angel, Precursor Ventures, and Liquid 2 Ventures.

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