Senior IT & Corporate Engineering

About this role

Flex is building the AI-native private bank for business owners . We’re re-architecting the entire financial system for entrepreneurs—from the first dollar a business earns to how that value compounds, moves, and is ultimately spent in real life. Banking, credit, payments, personal finance, and financial operations—rebuilt from the ground up as a single, intelligent system. Flex is the full financial home for ambitious owners. Since launching publicly in September 2023 , Flex has scaled from zero to nine-figure annualized revenue , with a clear path to profitability by late 2026 . We move fast, ship relentlessly, and operate with extreme ownership. Our customers are affluent business owners ($3–$200M in revenue) —the backbone of the economy and one of the most underserved segments in finance. They’re stuck with outdated banks and fragmented tools. We’re replacing all of it. The opportunity is massive: a ~$1T+ revenue market hiding in plain sight. Our ambition is to build a $100B+ company by delivering a product that is fundamentally better—not incrementally improved. Flex has raised $100M+ in equity and $300M+ in debt. - Mission-critical problems : We build software that directly controls how money moves at scale. - High bar, low ego : Small teams, exceptional people, real ownership. - Speed over comfort : We prioritize execution, quality, clarity, and results. - Enduring impact : What we’re building will define how a generation of owners runs their businesses. Team & Locations We hire exceptional people who want to build hard things and see their work matter immediately. Roles are available in: San Francisco, Miami, New York, and fully remote. Flex Fuels Ambition. About The Role This role owns IT and corporate engineering at Flex , end to end. It reports directly to the CTO. We think IT's job is enablement. The measure of this function is not how many tickets it closes or how many controls it can point at. It is whether everyone else at Flex can do their work faster and more safely than they could last quarter. A new hire productive on day one instead of day four. An engineer who gets exactly the access they need in minutes, without asking twice and without being handed the keys to everything. A team that can adopt a new tool because someone reviewed it properly, not because they routed around IT to buy it on a personal card. So we are not looking for a gatekeeper, or for someone whose default answer is no. The right person makes the safe path the easy path, and removes friction permanently instead of absorbing it repeatedly. Which is why this role also owns Flex 's corporate security posture. Identity, access, endpoints, and the SaaS estate are one system, and the person who makes access fast should be the person who decides how much access is reasonable. Split those across two teams and employees route around both. You'll set conditional access and MFA policy, own privileged access and endpoint posture, and run third-party OAuth and Workspace grant review. Our security engineers own the product and infrastructure side, the money paths and the code, and you'll work with them constantly. Corporate security is yours to decide, not to implement on someone else's behalf. This is the hard part of the job, and we'd rather say so than leave it as a bonus line. The argument between moving fast and holding a line is now an argument you have with yourself. Day to day, what gets tightened, what gets mitigated, and what we knowingly accept is your call; the large ones come to the CTO, and we'd rather see a close call early than find out you decided it quietly. What we'd ask is that a no comes from a real read of the risk and the business context rather than a standard applied by default. The rest of the work has two halves. The IT half is the fleet, identity, access, the SaaS estate, and the joiner/mover/leaver process, delivered with help from a managed IT partner who handles procurement, device logistics, tier-1 support, and internati

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