Associate Director, Compliance Issue Management

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?

The Role

We are looking for an Associate Director, Compliance Issue Management to own how Flex identifies, resolves, and reports on compliance issues across the business. This is not a back-office reporting role. It is a cross-functional leadership role: you are accountable for driving compliance issues from identification through resolution and reporting, partnering directly with senior leaders across Product, Engineering, Risk, and Legal, and with the C-suite, to ensure the right problems are resolved on time.

Internally, you will own Flex's compliance issues and problem-management program end to end. You will run the cross-functional working group that triages and prioritizes issues, set and enforce the standards for how issues are documented and remediated, and project-manage resolution across teams that do not report to you. Many issues span multiple functions and require multiple milestone owners; you will hold each of them accountable and escalate to executive sponsors, including the Chief Product Officer, Chief Risk Officer, and Chief Technology Officer, when timelines slip. Externally, you will own recurring reporting to Flex's bank partners. Across both, you will design AI-enabled workflows that scale the work without sacrificing accuracy, audit-ability, or regulatory defensibility.

This role is right for someone who has owned issues management or regulatory reporting at a mature, regulated institution and has also fixed or built something from an initial baseline at a high-growth fintech. Someone who can engage credibly with C-suite executives, drive accountability across functions through influence rather than authority, and is comfortable with ambiguity and confident in their judgment. Someone ready to be handed a program and mature it.

What You'll Do

• Own Flex's compliance issues and problem-management program end to end: identification, triage and risk-tiering, remediation, validation, and closure of compliance issues and findings across the business.