Flex

Stripe for HSA/FSA payments

8 employees

Payments

Series A · $18.2M

Website X / Twitter

About Flex

Stripe for HSA/FSA payments

Open positions (1)

Software Engineer

Full-time

Remote

$165k – $212k

Company details

Team Size8

IndustryPayments

Funding

Total raised

$18.2M

Last stage

Series A

Investors

Y Combinator

First Round Capital

SV Angel

Precursor Ventures

Liquid 2 Ventures

Founders

Samantha (Sam) O'Keefe

Previously held product leadership at Unit21 (growth-stage fintech), was an EIR at Google Area 120, global head of startup programs at Google, and an editor at TechCrunch.

Sam O'Keefe

Sam is a cofounder at Flex. Her previous roles include product leadership at a growth stage fintech (Unit21), EIR in Area120, and global head of startup programs at Google, and an editor at TechCrunch. Sam has also been a writer and producer of South of Market, the Musical.

Miguel Toledo

Miguel is a cofounder at Flex. Previously built software to make machine learning infrastructure and data pipelines work at Lyft Level 5, fraud and AML products at Unit 21, and monitoring systems at Google Cloud.

What happens next.

No applications, no recruiter spam. Just the intro.

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

I pitch you to the company

I write the intro, send it to the founder, and handle the back-and-forth.

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.