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 ... (truncated, view full listing at source)