Director, Litigation and Regulatory

About Sezzle:

With a mission to financially empower the next generation, Sezzle is revolutionizing the shopping experience beyond payments, blending cutting-edge tech with seamless, interest-free installment plans that make shopping smarter and more accessible. We're not just transforming payments; we're redefining how people discover, interact with, and purchase the things they love while driving real impact on merchant sales through increased conversions and higher order values. As we continue to shape the future of fintech and retail, we're building an innovative, dynamic team passionate about creating more than just a transaction but a truly unique shopping journey. If you're excited about pushing boundaries in tech and delivering a game-changing experience for consumers and merchants alike, come join us at Sezzle and help create the future of shopping!

About the Role:

Sezzle is a publicly traded consumer finance company (Nasdaq: SEZL) building purchase-now-pay-later products for consumers who are underserved by traditional credit, and we are pursuing a de novo national bank charter. That combination puts us in front of regulators, plaintiffs' counsel, and state enforcement authorities more often than a company our size would normally be, and we handle almost all of it in-house.

This role is for a lawyer who wants to own that work rather than route it. You will run litigation and pre-litigation disputes, manage regulatory inquiries and investigations from federal and state authorities, and serve as the legal owner of our privacy and data protection framework. You will have real autonomy on day one, direct access to the executive team, and the budget discipline of a lean function that brings in outside counsel deliberately rather than reflexively.

What You'll Do:

Litigation and disputes

Manage consumer litigation, class actions, arbitrations, and commercial disputes from intake through resolution, including case strategy, discovery, and settlement posture. Direct outside counsel where we use it: scope, budget, staffing, and strategy. You set the plan; they execute it. Own litigation holds, ESI protocols, custodian identification, and the discovery process end to end. Manage the small-claims and arbitration pipeline, and build the process improvements that keep volume from becoming a drag. Identify the patterns behind repeat disputes and take them back to product, operations, and collections so the underlying problem gets fixed.

Regulatory inquiries and investigations

Manage civil investigative demands, examination requests, subpoenas, and informal inquiries from the CFPB, FTC, state attorneys general, and state financial regulators. Run productions: scope negotiation, data collection, privilege review, and delivery, working with engineering, data, and compliance. Draft response letters, white papers, and advocacy submissions, and participate directly in regulator meetings. Track the enforcement and supervisory landscape across BNPL, UDAAP, credit reporting, debt collection, and consumer disclosure, and translate it into concrete guidance for the business. Support supervisory readiness as we build toward bank charter approval and the examination posture that follows.

Privacy and data protection

Serve as legal owner of the privacy framework: policies, notices, records of processing, data mapping, and retention. Advise on state comprehensive privacy laws, GLBA, FCRA, CAN-SPAM, TCPA, and the pixel and session-replay wiretap theories that continue to generate demand letters and class actions. Review vendor and partner data flows, negotiate data protection terms, and handle escalated consumer privacy rights requests. Partner with the Chief Compliance and Privacy Officer on incident response and on the operational privacy program.

AI and how the function scales

Use AI to multiply your own throughput across research, document review, discovery, production, drafting, and regulatory tracking...