Sezzle Director, Litigation and Regulatory at Sezzle manages litigation, regulatory inquiries, and privacy frameworks for a fintech company. The role includes overseeing disputes, directing outside counsel, and handling regulatory investigations.
Responsibilities
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.
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.
Qualification
You earn trust - you listen attentivelyYou have backboneWhat Makes Working at Sezzle AwesomeAt SezzleWe are all in on AIBNPL
Required
You have relentlessly high standards - many people may think your standards are unreasonably high. You are continually raising the bar and driving those around you to deliver great results. You make sure that defects do not get sent down the line and that problems are fixed so they stay fixed.
You’re not bound by convention - your success—and much of the fun—lies in developing new ways to do things
You need action - speed matters in business. Many decisions and actions are reversible and do not need extensive study. We value calculated risk-taking.
You earn trust - you listen attentively, speak candidly, and treat others respectfully.
You have backbone; disagree, then commit - you can respectfully challenge decisions when you disagree, even when doing so is uncomfortable or exhausting. You have conviction and are tenacious. You do not compromise for the sake of social cohesion. Once a decision is determined, you commit wholly.
You deliver results - you focus on the key inputs and deliver them with the right quality and in a timely fashion. Despite setbacks, you rise to the occasion and never settle.
What Makes Working at Sezzle Awesome:
At Sezzle, we are more than just brilliant engineers, passionate data enthusiasts, out-of-the-box thinkers, and determined innovators. We believe in surrounding ourselves with only the best and the brightest individuals. Our culture is not defined by a certain set of perks designed to give the illusion of the traditional startup culture, but rather, it is the visible example living in every employee that we hire.
We are a small legal team supporting a company that moves quickly. We are business partners first: the job is to find the path to yes and manage the risk on the way there, not to catalogue reasons something cannot be done. We expect judgment, directness, and comfort making calls with incomplete information. We do not expect you to know everything on arrival, and we do expect you to say so when you do not.
We are all in on AI. This legal function is built on the premise that a small team using these tools well outperforms a large team that does not, and that is not aspirational here, it is how we already operate. We want someone who finds that energizing rather than threatening, who builds rather than waits for tooling to arrive, and who will help the rest of the company use AI well instead of policing it from a distance.
This role is fully remote within the United States. Our team operates on Central time, and we expect meaningful overlap with that schedule. Occasional travel is required for team meetings, regulator meetings, mediations, hearings, and depositions.
Preferred
BNPL, fintech, consumer lending, or bank or bank charter experience.
Experience with a de novo charter application, bank supervisory examinations, or a bank partnership model.
Privacy credential (CIPP/US) or substantial privacy practice.
