Associate Director, Compliance Management System (CMS)

Flex•San Francisco, UT

2d•$149,600 - $220,000•Hybrid

About The Position

Flex is a growth-stage fintech company building a payment layer for households’ financial obligations. The Associate Director, CMS will own and evolve key components of Flex’s Compliance Management System and help shape a technology-forward compliance function that uses automation, data, and AI-enabled workflows. The role combines regulatory strategy, operational execution, and technology enablement, partnering with Product, Engineering, Risk, and Legal to embed compliance into the company’s products and operations. This is a senior individual contributor position with no direct reports. It owns policy and standards, training, program management, and audit support, and reports to the Director, CMS Operations. The successful candidate will bring strong regulatory expertise and a systems mindset, translating regulatory expectations into operational frameworks while modernizing compliance through automation and AI-enabled tools.

Requirements

At least 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.
Comfort identifying opportunities to use automation, data, and AI-enabled workflows to improve compliance operations, and reviewing 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 interest in 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 remains complete and current.
Serve as the day-to-day contact for partner banks on program management questions and requests, and manage recurring deliverables to ensure 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 durable operational frameworks and controls that keep the organization audit- and exam-ready, and document them so others can operate them.
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, reviewing outputs before relying on them.
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.