Associate Director, Compliance Management System (CMS)

Flex is building a modern compliance organization designed to scale with a high-growth fintech. Our goal is not only to meet regulatory expectations but to operate a technology-forward compliance function that uses automation, data, and AI-enabled workflows to improve quality, speed, and scalability.

The Associate Director, CMS, will own and evolve key components of Flex's Compliance Management System and help shape how compliance operates across the company. This role sits at the intersection of regulatory strategy, operational execution, and technology enablement, partnering closely with Product, Engineering, Risk, and Legal to build compliance into how Flex builds and runs its products. This role will own policy and standards, training, program management, and audit support.

This is a senior individual contributor role with no direct reports. It reports to the Director, CMS Operations.

The right candidate brings strong regulatory expertise and a systems mindset: someone who can turn regulatory expectations into operational frameworks and find ways to modernize compliance through automation and AI-enabled tools.

• Own CMS policy, standards, and training: keep policies current, approved on schedule, and mapped to regulatory requirements, and keep training complete and current.
• Serve as the day-to-day contact for partner banks on program management questions and requests; own the calendar of recurring deliverables, checking for accuracy and timeliness before they go out.
• Run CMS program management: the governance calendar, committee materials, and tracking of control and issue owners to closure.
• Translate regulatory expectations into clear, durable operational frameworks and controls that keep the organization audit- and exam-ready, and write them so another person can run them.
• Support audits led by the Director, CMS Operations: prepare CMS evidence, coordinate responses, and track remediation to closure.
• Use reporting from Compliance Reporting and Analytics and from Testing and Monitoring to find program gaps and drive changes to policy, training, and controls.
• Use AI tools to speed up policy, training, and documentation work, checking the output before it is relied on.
• Partner with Engineering and internal tooling teams to embed compliance controls directly into systems, automation, and data pipelines.
• Act as a strategic partner to Product, Risk, Legal, and Engineering to support operational initiatives and product launches while maintaining regulatory defensibility.

• 8+ years of experience in financial services or fintech compliance with increasing program ownership and strategic scope.
• Strong experience building or operating Compliance Management Systems or large programmatic compliance functions.
• Deep expertise in consumer protection regulations, including Reg E, Reg Z, UDAAP, and FCRA.
• Experience supporting regulatory exams, external audits, or bank partner oversight in a regulated financial services environment.
• Comfortable finding opportunities to use automation, data, and AI-enabled workflows to improve compliance operations, and in the habit of checking AI output before relying on it.
• Strong analytical and structured problem-solving skills with the ability to identify systemic risk and operational improvements.
• Effective communicator able to influence regulators, bank partners, executives, and technical teams.
• Builder mindset, energized by creating scalable systems rather than maintaining legacy processes.
• Bachelor's degree required; JD or advanced degree is a plus.