ABOUT FLEX

Flex was founded to solve a simple but costly problem: making it easy for health and wellness brands to accept HSA and FSA payments online. For years, only giants like Amazon and Walmart could process these payments at checkout, leaving smaller merchants — and their customers — to deal with frustrating reimbursement paperwork.
Our technology verifies product eligibility in real time, handles split payments for eligible and non-eligible items, and can even issue Letters of Medical Necessity during checkout. With $150 billion in annual HSA/FSA spending potential, we’re giving brands the tools to unlock new revenue and making it easier for consumers to use the benefits they’ve earned.

ABOUT THE ROLE

Reporting directly to the Head of Finance & Ops, you’ll own strategic finance, sales finance, and revenue operations — building the models, processes, and systems that shape our growth. As the bridge between financial strategy and operational execution, you’ll drive forecasting, performance tracking, sales productivity, and GTM efficiency, working cross-functionally with Leadership, Sales, Marketing, and Product.
This hybrid role blends the analytical horsepower of strategic finance with the operational precision of RevOps, giving you a front-row seat to every major decision and real influence on how we grow. It’s a rare opportunity to architect the finance and GTM ops foundation at a Series A startup, with full autonomy to design, execute, and see your work deliver results — fast.