Senior Director, Product Compliance

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? About the Role Flex is building a next-generation compliance function where AI-enabled systems and human expertise work together to scale regulatory oversight without slowing product innovation. As the Head of Product Compliance, you will lead Flex’s product compliance function, partnering closely with Product, Engineering, Legal, Risk, and Banking Partners to enable compliant innovation across Flex’s lending and payments ecosystem. This leader will be responsible for: • Driving the strategy and execution of product compliance advisory • Scaling the function through AI-enabled workflows, automation, and intelligent compliance tooling • Embedding compliance earlier in the product lifecycle • Establishing durable governance that supports Flex’s GM operating model This role will oversee a team responsible for product advisory, regulatory interpretation, product risk assessments, marketing review, and partner compliance coordination. A key priority for this role is to modernize the compliance operating model, including implementing AI-driven review systems, automated regulatory monitoring, and agent-based compliance workflows that increase both the speed and quality of compliance engagement. What You Will Do • Lead and scale the Product Compliance function, setting strategy, priorities, and operating standards that enable responsible growth across Flex’s lending and payments products. • Embed compliance into the product lifecycle, from concept through launch and ongoing governance, ensuring regulatory requirements and consumer protection principles are integrated early in product design and decision-making. • Serve as a strategic partner to Product, Engineering, Legal, Risk, and Marketing, guiding complex regulatory interpretation and enabling compliant innovation at the speed of the business. • Modernize the compliance operating model by implementing AI-enabled workflows, automated monitoring, and intelligent tooling that increase the velocity, consistency, and scalability of compliance engagement. • Deploy and govern AI-assisted review systems and agent-based workflows across areas such as marketing compliance review, regulatory change monitoring, and product risk assessment. • Establish scalable compliance frameworks, including risk-tiered review processes, standards libraries, and governance mechanisms, that reduce friction while maintaining regulatory rigor. • Oversee compliance advisory for new product launches, product changes, marketing initiatives, and emerging regulatory issues, ensuring decisions are well-documented and defensible. • Partner with product and operations teams to investigate compliance issues, drive root-cause remediation, and strengthen preventative controls. • Represent Compliance in engagement with bank partners, regulators, and internal leadership, ensuring clarity, credibility, and alignment on regulatory expectations. • Drive a culture of accountability, precision, and ownership within the Product Compliance team while developing leaders capable of operating effectively in a high-growth fintech environment. Who You Are • 10+ years of experience in compliance advisory, product compliance, or regulatory risk roles within fintech, consumer lending, payments, banking, or financial services. • Proven experience leading product compliance or regulatory advisory teams in fast-moving technology organizations. • Deep knowledge of consumer protection regulations, including lending, payments, and fintech regulatory frameworks. • Demonstrated ability to partner effectively with product and engineering teams during product development. • Experience building or scaling technology-enabled compliance programs. • AI & Compliance Modernization Experience • Experience implementing AI-enabled compliance tooling, automation frameworks, or agent-based workflows within compliance, risk, or product governance functions. • Familiarity with using technology to improve the speed, quality, and scalability of compliance review processes. • Ability to translate regulatory requirements into technology-driven compliance solutions that integrate into product and operational workflows. Why Join Us This role offers a rare opportunity to shape how compliance operates within a high-growth fintech company. You will have the chance to define what a modern, technology-enabled compliance function looks like and help build systems that allow compliance to scale alongside innovation. You will gain: • High visibility with senior leadership and bank partners • Ownership of one of the company’s most critical risk and governance functions • The opportunity to build a next-generation compliance operating model powered by AI and automation • A direct role in shaping how responsible fintech lending evolves For candidates located in our Tier 1 markets (NYC/SF/Seattle), the base salary pay range for this role is $252,000—$315,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location. Compensation Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines. For candidates located in our Tier 1 (NYC/Bay Area) and Tier 3 (Salt Lake City) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location. Tier 1 (NYC/Bay Area) $252,000—$315,000 USD Tier 3 (Salt Lake City) $214,000—$267,000 USD 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. Offices Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program. Benefits For full-time U.S. employees we offer: • Competitive medical, dental, and vision • Company equity • 401(k) plan with company match • Unlimited paid time off + 13 company paid holidays • Parental leave • Free Flex subscription For full-time non-U.S. employees, we offer: • Competitive compensation + company equity • Unlimited PTO