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?
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
- 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
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 & perks. For full-time U.S based positions we offer:
- Competitive medical, dental, and vision available from Day 1
- Company equity
- 401(k) plan with company match (our company match kicks off at the beginning of 2026)
- 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 compensation + company equity
- Unlimited PTO
Flex Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Flex and has not been reviewed or approved by Flex.
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Healthcare Strength — Day-1 medical, dental, and vision coverage is explicitly offered and framed as “best-in-class coverage and options,” suggesting strong baseline health benefits. Additional listings also describe broad health-support elements such as IVF/adoption and gender transition benefits, reinforcing depth in healthcare-related coverage.
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Retirement Support — A 401(k) is available, with a stated company match starting in early 2026, indicating improving retirement support. This rollout appears to address earlier gaps where matching was not consistently present.
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Leave & Time Off Breadth — Unlimited PTO plus company holidays (and, in some descriptions, shutdown days) indicates a wide time-off policy on paper. Hybrid work flexibility and office-day meal credits can add to the overall rewards value for NYC-based employees.
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What We Do
Flex, an NYC-headquartered FinTech company, has created a trusted rent payment experience. It’s hard to believe that it’s 2024 and paying rent on time is expensive, inflexible, and difficult; we’re here to change that! We enable our users to pay rent throughout the month on a schedule that better fits their finances and budget, while also helping them build credit. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
Why Work With Us
We believe it takes a diverse team of curious, determined, empathetic, and self aware people to grow a successful company. We value the unique and dynamic perspectives our team brings to solve critical problems that impact the lives of our users and the financial decisions they make.
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