Senior Manager, Compliance (Issue Management & Monitoring)

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 2025 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?

About The Role

Flex is seeking an experienced and qualified compliance professional to fill the role of Senior Manager, Compliance Issue Management & Monitoring to help develop and execute Flex’s Compliance monitoring capabilities and issue management oversight.

Reporting to the Head of Compliance Testing & Monitoring, this role will assess and report on the output of monitoring, mature our issue management oversight and stakeholder engagement, and drive the automation of current manual monitoring efforts. This individual will be responsible for monitoring regulatory attributes through a combination of manual and automated reviews, liaising with product, operations, compliance, and legal teams to ensure timely remediation of open issues, and regularly reporting on these efforts. The role will also provide the opportunity to expand current monitoring beyond regulatory attributes to key operational controls, team KPIs, and other areas of focus (i.e. license/contract requirements).

This role is available to candidates located in (or open to relocating to) NYC or the San Francisco Bay Area. For NYC Candidates - this role will be hybrid, with on-site expectations of 3 days per week at our New York headquarters. For SF candidates - this role will be remote to start with hybrid expectations in the future. Candidates relocating to SF or the NYC area may be eligible for relocation assistance.

What You Will Do

• Develop and maintain monitoring plan for all applicable federal regulations with consideration for risk assessment, parallel testing reviews, and manual work required
• Partner with data analysts to create automated dashboards based on regulatory attributes to drive efficiency
• Execute manual monitoring and oversee output of dashboards
• Work with business units and cross-functional stakeholders to validate and communicate exceptions identified
• Track resolution of exceptions and escalate unresolved exceptions to findings where appropriate
• Maintain and enhance monthly, quarterly and annual reporting on monitoring results and the state of the monitoring program
• Partner with peers in Legal & Compliance to scale the capabilities of the monitoring program by developing oversight for state regulations, KPIs, and other areas of focus (i.e. license/contract requirements)
• Track all issues identified by Compliance, including for areas outside of testing & monitoring, by working with internal and external stakeholders to obtain status, driving and tracking resolution of findings, and assisting with problem-solving to remove roadblocks where required
• Build relationships with Flex stakeholders to promote self-identification of issues and improve synchronization with non-Compliance issue sources
• Prepare monthly and quarterly executive-level reporting on issue management, focusing on identification and resolution strategic themes and trends
• Investigate internal and external opportunities to improve current issue management tooling

Who You Are

• 6–10 years of compliance or risk experience in financial services or fintech; prior experience working in a start-up environment is a plus
• Proven ability to lead the execution of compliance programs, with strong attention to detail and operational discipline
• Functional knowledge of consumer protection regulations (e.g., TILA, ECOA, UDAAP, FCRA, EFTA, Reg Z/E/B/E/F, etc.)
• Proficiency in working with data analysts/scientists in translating broad regulatory requirements to evaluation of specific company processes
• Familiarity with consumer lending or payments operations; experience with bank partnerships preferred
• Capable of quickly gaining knowledge of business operations/customer experience and leveraging to build programs
• Strong analytical and problem-solving skills with the ability to translate complex requirements into actionable insights, strategies, and solutions.
• Clear, concise communication style; capable of building relationships with and presenting to cross-functional partners and leadership
• Demonstrated ability to own and improve processes, tools, and compliance systems
• Intense, professional curiosity and a growth mindset
• Bachelor’s degree required; JD or other relevant advanced degree a plus

Why Join Us

At Flex, you won’t just be checking boxes; you’ll be building the future of compliant, customer-first financial services. As a Compliance Senior Manager, you’ll have a front-row seat to the growth of a company redefining how people pay rent, while helping shape a best-in-class compliance function from the ground up.

The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. For working locations in NY/NJ/CA, the base salary pay range will be $164,000 - $201,000. 

Life At Flex:

We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.

We offer many employee benefits. For full time, U.S. based employees we offer:

• Competitive pay
• 100% company-paid medical, dental, and vision
• 401(k) + company equity
• Unlimited paid time off + 13 company paid holidays
• Parental leave 
• Flex Cares Program
• Free Flex subscription

 For full time non-US employees, we offer

• Competitive Pay
• Company Equity
• Unlimited PTO