Flex

Flex

Private
San Francisco, CaliforniaFinTechhttps://www.withflex.com

Last Round

Series A

Sep 2, 2025

Est. Valuation

$48.52M

Total Funding Raised

$18.2M

Momentum Score

25 /100

Company Overview

Flex, legally known as Flex Technology Co, is a financial technology company that operates a payment infrastructure platform enabling health and wellness businesses to accept Health Savings Account (HSA) and Flexible Spending Account (FSA) payments online. The company's solution integrates into a merchant's existing checkout process to handle the complexities of accepting pre-tax health funds, which includes real-time product eligibility verification against IRS guidelines, processing split-tender transactions for carts with both eligible and non-eligible items, and issuing Letters of Medical Necessity (LMNs) through an integrated telehealth service. By simplifying this process, Flex helps merchants capture a share of the ~$150 billion annual HSA/FSA market, aiming to increase their average order value and checkout conversion rates. The company was part of Y Combinator's Summer 2023 batch and has since secured Series A funding.

Sector

FinTech

Verticals

Digital Payments, Vertical SaaS, Compliance, Telemedicine

Business Model

B2B2C

Customer Profile

Payment Processing Fee, Marketplace Commission, Subscription SaaS

AI Layer

Non-AI

Keywords

HSA/FSA paymentspayment infrastructurepayment APIhealth spending accountspayment gatewaycompliance verificatione-commerce paymentsletter of medical necessityLMNHSA marketplaceFSA storepayment railsShopify integrationhosted checkoutsplit-card transactions

Historical Pricing

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Caplight Momentum Score

Proprietary index based on bid/ask volume and sentiment.

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Flex Comps

Public and private peers based on sector, stage, and business model.

CompanyStatusEst. ValuationRev Multiple
OpenAIPrivate$86.0B~40x
CoherePrivate$5.0B--
Competitor 1Public$XX.XBXXx
Competitor 2Public$XX.XBXXx

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Flex Funding Rounds

Historical fundraising activity

RoundDateAmount RaisedValuationInvestorsSources
Series ASep 2, 2025
SeedSep 4, 2024

Key People

Founding team and executive leadership

Miguel Toledo

Co-Founder CTO

Founding Team

Flex Investors

Notable investors and investment history

InvestorRounds
SV AngelSeed, Series A
Rethink ImpactSeries A
Precursor VenturesSeed, Series A
First Round CapitalSeries A
Y CombinatorSeed, Series A
Liquid 2 VenturesSeed, Series A
Core Innovation CapitalSeries A

Market signals

Structured signals derived from secondary market and firmographic data.

  • Dec 9, 2025

    Partnered with Ladder for strength training HSA/FSA eligibility.

  • Sep 2, 2025

    $15M round raised

Flex Filings

SEC and related filings with document metadata.

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Flex Filings

SEC and related filings with document metadata.

Frequently Asked Questions

Common questions about Flex's valuation, stock price, and market status.

Firmographic Details

HeadquartersSan Francisco, California
Employee Range41
Year Founded2023
Last FundingSep 2, 2025

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