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Senior Director, Compliance Governance & Operations

New York, New York, United States

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

As Flex scales rapidly, the strength of our compliance infrastructure is mission-critical. Maintaining the legal right to operate, consistently meeting bank partner expectations, and embedding a culture of compliance across the enterprise are the foundations of our growth.

We are seeking a seasoned and strategic compliance leader to serve as Head of Compliance Governance and Operations, providing oversight and guidance to established, high-performing teams managing Flex’s Compliance Management System (CMS) and License & Exam Management (LEM). These functions are already staffed with skilled professionals; your role is to ensure priorities are set, execution remains precise, and the teams are positioned to scale alongside the business.

As a leader in Flex’s Compliance organization, you will shape team strategy, represent Compliance in senior forums, and strengthen cross-functional collaboration. Your oversight will ensure Flex sustains its regulatory approval to operate, consistently meets exam and audit expectations, and deepens trust with our bank partners and regulators.

This is a hybrid position with on-site expectations of 3 days per week in our New York or SF Headquarters. For candidates outside of the NY/NJ/SF area, you may be eligible for our relocation assistance program.

What You Will Do

Compliance Management System (CMS)

  • Provide strategic oversight of a team that operates Flex’s enterprise-grade CMS, ensuring integration of policies, training, complaints, vendor oversight, and regulatory engagement.
  • Ensure internal compliance policies are maintained and updated in line with federal and state laws, and bank partner requirements.
  • Oversee the framework for role-based training programs and ensure adaptability to risk exposure, job function, and regulatory changes.
  • Govern complaint management processes, reinforcing accountability for timely responses, effective remediation, and organizational learning.
  • Ensure third-party risk management standards are consistently applied through vendor due diligence and oversight.
  • Represent Flex with regulators and bank partners, reinforcing transparency and credibility while supporting the team’s execution.

License & Exam Management (LEM)

  • Provide oversight of licensing operations, including acquisition, renewals, amendments, and change management.
  • Oversee exam coordination, ensuring the team delivers precise and timely responses to regulatory inquiries and exams.
  • Ensure centralized records of license and exam documentation, deadlines, and filings are consistently maintained.
  • Support the team in proactively engaging regulators to anticipate and address issues before escalation.
  • Partner with Legal, Operations, Finance, and other teams to ensure licensing and exam readiness is embedded across the business.

Leadership & Cross-Functional Partnership

  • Set strategy, priorities, and performance expectations for CMS and LEM teams while supporting their day-to-day execution.
  • Serve as an escalation point and executive representative for CMS and LEM, ensuring alignment with business needs and regulatory obligations.
  • Represent Compliance in internal and external forums, balancing regulatory requirements with business strategy.
  • Build visibility for the team’s contributions across the company, ensuring recognition and alignment at the senior leadership and board level.
  • Continue to mentor and develop team members, creating future leaders while sustaining high standards of precision and accountability.

Who You Are

  • 10+ years of compliance experience, with deep expertise in CMS and licensing/exam management at a fintech, bank, or other regulated financial services provider.
  • A proven leader with experience overseeing established compliance teams and aligning them to enterprise priorities.
  • Deep knowledge of CFPB, FDIC, state lending regulators, and bank partner compliance frameworks.
  • Skilled in regulatory engagement, exam management, and proactive risk mitigation.
  • Cross-functional operator who builds alignment between compliance obligations and business operations.
  • Strong communicator who can amplify the work of specialized teams and translate complex regulatory requirements into actionable, business-friendly guidance.
  • Mentor and coach who grows talent while ensuring consistent, high-quality execution.

Why Join Us

This role is central to maintaining Flex’s license to operate and reputation with regulators, partners, and customers. You’ll gain:

  • Enterprise visibility across senior leadership, board, regulators, and banking partners.
  • Ownership of compliance infrastructure that powers Flex’s ability to scale responsibly.
  • Opportunity to define “best-in-class” CMS and licensing practices in fintech lending.
  • Direct impact on Flex’s regulatory credibility and consumer trust.

If you’re passionate about building compliance programs that protect, enable, and scale with the business—and thrive in fast-moving, high-accountability environments, we’d love to meet you.

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 $283,000 - $312,000. For all other states, the base salary pay range will be $255,000 - $281,000.

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

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