Head of Licensing & Exam Management

Flex

8d•$176,800 - $260,000•Hybrid

About The Position

Flex is seeking a Director, Head of License & Exam Management to own the end-to-end licensing and exam management function. This role is responsible for architecting the frameworks, systems, and team operating model to ensure the company maintains a growing portfolio of state licenses and consistently demonstrates precise, proactive, and scalable oversight to regulators and bank partners. The position involves designing and executing Flex's licensing strategy, building the infrastructure to manage a complex license portfolio, and ensuring readiness for state exams, audits, and bank partner reviews. This role reports to the Chief Compliance Officer and is a critical leadership position within the Compliance organization.

Requirements

10+ years of experience in licensing, exam management, or compliance operations at a fintech, bank, or regulated financial services provider, with progressively expanding scope and ownership.
Direct experience managing multi-state licensing portfolios, including consumer lending, loan brokering, and/or money transmitter licenses.
Proven track record of leading regulatory exam cycles end-to-end — preparation, execution, and remediation — with state regulators and/or bank partners.
Deep knowledge of state licensing frameworks, NMLS processes, and the regulatory landscape governing consumer lending, payments, and money transmission.
Experience building or significantly maturing a licensing or exam management function — moving it from reactive and manual to proactive and scalable.
Demonstrated ability to partner cross-functionally with Legal, Product, and Operations teams, translating regulatory obligations into operational guardrails that enable business velocity.
Comfort with compliance technology and automation — experience implementing or governing licensing platforms, workflow automation, or AI-enabled compliance tools.
Strong communicator who can represent Flex credibly with state regulators and translate complex licensing and exam dynamics into clear guidance for internal stakeholders.
Organized, precise, and reliable — someone who instills confidence through the quality and consistency of their work.
Bachelor's degree required.

Nice To Haves

Experience with Brico, NMLS Consumer Access, or similar licensing management platforms.
Familiarity with fintech–bank partnership models and the licensing implications of bank-sponsored lending or payments programs.
Experience building exam response libraries, regulatory contact trackers, or evidence automation systems.
Background in scaling compliance programs in a growth-stage or venture-backed environment.
JD or advanced degree a plus.

Responsibilities

Own Flex's multi-state licensing strategy across servicing, brokering, and money transmitter licenses, including acquisition, renewals, amendments, and surrenders.
Design and maintain a comprehensive license matrix that maps licensing requirements to Flex's products, entities, and jurisdictions.
Build scalable workflows for license applications, renewals, and regulatory filings, leveraging licensing management platforms to automate deadline tracking, document management, and submission processes.
Monitor regulatory changes at the state and federal level that affect licensing requirements, and translate those changes into actionable updates to internal policies, processes, and filings.
Establish and own the escalation process for at-risk licenses, including remediation plans, stakeholder communication, and regulator engagement.
Partner with Legal to evaluate licensing implications of new products, features, and market expansions.
Architect Flex's exam readiness framework, ensuring the company is continuously prepared for state regulatory exams, bank partner audits, and ad hoc regulatory inquiries.
Lead exam execution end-to-end: scoping, stakeholder preparation, evidence collection, regulator meeting facilitation, data request tracking, and real-time internal reporting.
Build and maintain a centralized repository of exam artifacts, response libraries, and institutional knowledge.
Own post-exam processes including root cause analysis of findings, corrective action tracking, lessons learned documentation, and procedure updates.
Develop pre-exam preparation programs — including mock exams and stakeholder readiness sessions.
Serve as a primary point of contact with state regulators on licensing and exam matters.
Partner with Legal, Product, Operations, Finance, and Business Development to ensure licensing obligations and exam expectations are understood and embedded across the business.
Represent the LEM function in internal governance forums, bank partner meetings, and senior leadership updates.
Generate compliance reporting on license health, exam readiness, and regulatory engagement.
Define and execute a maturity roadmap that moves Flex's LEM function from ad hoc to mature across license management, exam management, change management, and reporting.
Implement AI-enabled workflows and automation to increase the speed, accuracy, and auditability of licensing and exam processes.
Lead, mentor, and develop team members, establishing clear performance expectations, creating career development paths, and building a bench of future compliance leaders.
Set the operating rhythm for the LEM team — including prioritization frameworks, SLA-based workflows, and reporting cadences.