Associate Director, Compliance Management System (CMS)

Flex•San Francisco, NY

1d•Hybrid

About The Position

Flex is a growth-stage fintech company building a payment layer for household financial obligations. 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. The role combines regulatory strategy, operational execution, and technology enablement, partnering with Product, Engineering, Risk, and Legal to embed compliance into product development and operations. It is a senior individual contributor role with no direct reports and reports to the Director, CMS Operations. The role owns policy and standards, training, program management, and audit support. The successful candidate will translate regulatory expectations into operational frameworks and controls, and modernize compliance operations through automation, data, and AI-enabled tools. The position is designed to help Flex maintain regulatory defensibility and audit and examination readiness as the company grows.

Requirements

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 examinations, external audits, or bank partner oversight in a regulated financial services environment.
Comfort identifying opportunities to use automation, data, and AI-enabled workflows to improve compliance operations, and checking AI output before relying on it.
Strong analytical and structured problem-solving skills, including the ability to identify systemic risk and operational improvements.
Effective communication skills and the ability to influence regulators, bank partners, executives, and technical teams.
Builder mindset and enthusiasm for creating scalable systems rather than maintaining legacy processes.
Bachelor’s degree required.

Nice To Haves

JD or advanced degree.

Responsibilities

Own CMS policies, standards, and training; keep policies current, approved on schedule, mapped to regulatory requirements, and ensure training is complete and current.
Serve as the day-to-day contact for partner banks on program management questions and requests; manage recurring deliverables and verify their accuracy and timeliness.
Run CMS program management, including the governance calendar, committee materials, and tracking control and issue owners through closure.
Translate regulatory expectations into clear, durable operational frameworks and controls that support audit and examination readiness and can be operated by others.
Support audits led by the Director, CMS Operations by preparing CMS evidence, coordinating responses, and tracking remediation to closure.
Use reporting from Compliance Reporting and Analytics and Testing and Monitoring to identify program gaps and drive changes to policy, training, and controls.
Use AI tools to accelerate policy, training, and documentation work, checking their output before relying on it.
Partner with Engineering and internal tooling teams to embed compliance controls into systems, automation, and data pipelines.
Partner strategically with Product, Risk, Legal, and Engineering on operational initiatives and product launches while maintaining regulatory defensibility.