Sam O'Keefe Net Worth (Estimated)
Head of Business Development at Flex · YC S23, S12
Quick answer
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026.
Sam O'Keefe is Head of Business Development at Flex (YC S23, S12). Independent Entrepreneurial Check model estimate from public YC data.
At a glance
- Company status: Active
- Education: Stanford University
- Region: United States of America
- Industries: Fintech, Payments, B2B, Human Resources
- Team size: 8
- Website: https://www.withflex.com/shop
Who is Sam O'Keefe?
Sam O'Keefe is a founder involved with Flex, having participated in Y Combinator's S23 and S12 batches.
Highlights:
- Stanford University
- Y Combinator
About Flex
Flex is a payment platform for businesses to accept HSA/FSA, unlocking the $150B per year sitting in HSA/FSA accounts.
Model inputs
- Stage: series-a
- Valuation tier: raise-10x
- Funding input: reported raise $15.0M
- Valuation note: This slug is Stripe-for-HSA/FSA Flex, not Flexport or other Flexes. Lock $15M A.
- Research as-of: 2026-09-14
- Funding source: https://www.withflex.com/blog/flex-raises-15m-to-unlock-150b-in-untapped-pre-tax-spending-for-health-wellness-retailers
FAQ: Sam O'Keefe net worth and Flex valuation
What is Sam O'Keefe's net worth?
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. Entrepreneurial Check publishes an independent model-based estimate from public company and role data.
Sam O'Keefe net worth
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. This Sam O'Keefe net worth figure is estimated paper wealth, not a verified statement of assets.
How much is Sam O'Keefe worth?
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. How much Sam O'Keefe is worth here means estimated paper wealth from public company and role data — not financial advice.
How rich is Sam O'Keefe?
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. “How rich is Sam O'Keefe” here means estimated paper wealth from public company and role data — not verified net worth or financial advice.
Sam O'Keefe fortune
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. This Sam O'Keefe fortune figure is estimated paper wealth only, not a verified statement of assets.
Sam O'Keefe equity value
Sam O'Keefe's estimated net worth / paper wealth is $21.0M (range $14.7M–$31.5M) as of 2026. Sam O'Keefe equity value on this page is modeled paper wealth from estimated ownership — not a disclosed cap table or verified net worth.
What is Flex valuation?
Flex's estimated valuation on Entrepreneurial Check is $150.0M. Independent model output, not a verified appraisal or official mark.
What is Flex post-money valuation?
Flex's estimated valuation on Entrepreneurial Check is $150.0M. That figure is a modeled post-money mark when a public raise is available — not a verified appraisal or official mark.
What is Flex funding?
Flex funding, when a public raise is available, is a model input on this Entrepreneurial Check profile. How much Flex raised is not a complete cap table — figures are estimates only.
How much did Flex raise?
How much Flex raised, when disclosed, informs the estimated Flex valuation and founder paper-wealth figures on this page. Independent estimate only — not a complete cap table or financial advice.
How much money did Flex raise?
How much money Flex raised, when a public figure is available, is a model input for the estimated Flex valuation on this profile. Estimates only — not a complete cap table.
What is Flex series funding?
Flex series funding, when a public raise is disclosed, informs the estimated Flex valuation here. Not a complete financing history.
What company is Sam O'Keefe building?
Sam O'Keefe is Head of Business Development at Flex, a Y Combinator-backed startup (batch S23, S12).
What does Flex do?
Flex — Stripe for HSA/FSA payments
What YC batch is Sam O'Keefe from?
Sam O'Keefe is associated with Y Combinator batch S23, S12.
Where did Sam O'Keefe go to school?
Public profiles associate Sam O'Keefe with Stanford University.
What other companies is Sam O'Keefe connected to?
Public associations for Sam O'Keefe include MicroEval.
Where is Sam O'Keefe based?
Public directory data lists Sam O'Keefe's region as United States of America.
What industry is Sam O'Keefe in?
Sam O'Keefe is listed under Fintech, Payments, B2B.
How big is Flex?
Public data lists Flex's team size as 8.
What else is notable about Sam O'Keefe?
Stanford University.
Is Entrepreneurial Check affiliated with Y Combinator?
No. Entrepreneurial Check is an independent informational site and is not affiliated with, endorsed by, or sponsored by Y Combinator or the profiled companies.