Flex - Senior IT & Corporate Engineering
Requirements
• Substantial hands-on experience owning IT or corporate engineering at a growing company, including a stretch where you were the most senior person doing the work. Roughly [6+] years is typical, but we care about what you've owned, not the year count. • Deep, hands-on ownership of an identity provider (Okta, Entra, JumpCloud, or similar) at the design layer: SSO, SCIM, SAML, group and entitlement modeling. Not just the admin console. • Practical experience running Google Workspace or Microsoft 365 as a platform. • Real MDM and endpoint experience across macOS, and ideally Windows, in a remote or hybrid company. • Automation ability in at least one scripting or programming language (Python, Go, TypeScript, or similar), and comfort with APIs and identity plumbing. • Experience designing an access model and running access reviews, not only fulfilling requests. • Real ownership of identity security decisions, not only their execution. You've set MFA or conditional access policy, tightened privileged access, or cleaned up third-party app grants, and you can talk about what you traded away to do it. • Track record managing an outsourced IT provider or MSP, or a clear-eyed view of why the ones you've worked with succeeded or failed. • Clear written communication. Much of this job is asynchronous and cross-team. • ## Strongly Preferred • Experience in a regulated or audited environment (SOC 2, PCI, or a bank partnership), as the control owner rather than the auditor. • Time as the senior security voice somewhere without a security team, or without a CISO to escalate to. • Experience supporting employees and contractors across multiple countries, including device logistics and local employment platforms. • Experience at a company that grew quickly enough that you had to replace your own early processes. • Experience introducing AI tooling internally in a way that was actually adopted and actually governed. • ## Interested? We'd love to hear from you • At Flex, we value passion, determination, and honesty. Even if you don't fully match the job specifics, we encourage you to apply. Unusual career paths and unique skills can help you stand out. We believe diversity drives our success. Join us at [email protected]
Responsibilities
• Own IT and corporate engineering end to end: the roadmap, the budget, the vendor relationships, and the outcomes. • Manage our external IT partner as delivery capacity, not as a peer function. Define the scope, set the SLA, hold them to it, and own the escalation path when it slips. • Design the joiner, mover, and leaver process and the entitlement model behind it. Make onboarding fast enough that a new hire is working on day one, and keep deprovisioning in-house and same-day, because it's the highest-consequence action in IT. • Administer and improve our identity and productivity stack (Okta, Google Workspace, and the SaaS estate around them), including SSO, SCIM, and group and role design. • Own operational policy: device standards, the access-request workflow, and SaaS onboarding and procurement review. Review tools before people buy them, and make that review fast enough that nobody wants to skip it. • Build the automation. Provisioning, access reviews, asset and license reconciliation, and the internal tooling that removes recurring manual work across the SaaS estate. • Run the endpoint and MDM program across a distributed, increasingly international company, and keep the fleet in a state you'd be comfortable showing an auditor. • Own Flex's corporate security posture. Conditional access, MFA, session and device rules, and privileged access are yours to set. So is endpoint posture, and the review of third-party OAuth and Workspace grants that quietly accumulate at every company this age. • Design and deliver the security awareness and training program. Not a once-a-year video, and not the version people click through with the sound off. • Partner with our security engineers, who own product and infrastructure security. The line runs between corporate and product, not between operating and deciding. You'll bring them into identity decisions with blast radius, and they'll rely on you for provisioning data they can trust. • Work closely with People, Finance, and Legal. Onboarding, offboarding, spend, and audit evidence all run through this function. • Be a real internal service. Publish what you own, respond when people ask, and find the friction before it turns into a workaround. • ## What Makes You A Great Fit • You think IT exists to make other people effective, and you can point at specific friction you removed rather than tickets you closed. • You write code. Not necessarily production services, but scripts, integrations, and glue that other people end up depending on. • You'd rather fix the process than get faster at the workaround. • You hold both sides of this honestly. You've said no to something that mattered, and you've also said yes to something a stricter version of you would have blocked, and you can explain both calls. • You're comfortable being the only person in a function, and comfortable saying what you need instead of quietly absorbing it. • You know you can't be in the loop on every request, and you don't want to be. You build the self-service paths that let people get what they need without going through you. • You can hold a vendor accountable without turning the relationship adversarial. • You can tell a colleague, including a senior one, that what they've built can't keep the access it has, explain why in plain language, and work alongside them to find a way that works. • You're calm when something is broken and several people are watching.
Benefits
• Build something generational — Capture the full lifecycle of money for ambitious business owners. • Work on real money, real risk — Payments, credit, and banking at serious scale. • Solve hard problems — AI, underwriting, compliance, and global finance from first principles. • True ownership — Small teams, high trust, real accountability. • Founder-level exposure — Direct access to leadership, customers, and investors. • High bar, high taste — Move fast without cutting corners. • Elite peers — People here are builders, not tourists. • Real upside — Meaningful equity if you help build something big.
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