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Director, Litigation and Regulatory

SezzleUnited States, RemoteLG-Legal
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Salary
$165K - $210K USD
Job type
Full-time
Work mode
Remote
Posted
2 Sept 2026
Status
Open · checked 7d ago

About this role

Role Overview

The Director, Litigation and Regulatory role at Sezzle is a fully remote position within the United States that offers a lawyer direct ownership of legal disputes, regulatory inquiries, and privacy frameworks. This opportunity is well-suited for an experienced legal professional who wants to lead in-house operations with autonomy and leverage artificial intelligence to multiply productivity.

Key Responsibilities

Manage consumer litigation, class actions, arbitrations, and commercial disputes from intake through resolution, directing outside counsel on strategy, scope, and budget.
Handle civil investigative demands, examination requests, subpoenas, and informal inquiries from regulatory bodies such as the CFPB, FTC, and state attorneys general.
Serve as the legal owner of the privacy framework, overseeing policies, state comprehensive privacy laws, data mapping, and incident response.
Use artificial intelligence tools to scale throughput across research, document review, discovery, production, drafting, and regulatory tracking.
Counsel product, marketing, engineering, and collections teams on live questions with practical answers and build internal playbooks and training.

Requirements

Bachelor's degree from an accredited law school and active bar membership in good standing in at least one US jurisdiction, with the ability to satisfy in-house counsel registration requirements in the home state.
Five to seven years of combined law firm and in-house experience.
Substantive consumer financial services experience, including working knowledge of Reg Z, Reg B, FCRA, FDCPA, TCPA, and UDAAP.
Demonstrated ownership of litigation matters and regulatory inquiries without a partner overseeing the work.
Fluent and enthusiastic use of artificial intelligence as a core part of legal practice, including required experience working with Claude or equivalent large language model tools.
Clear, direct writing style that leads with the answer.

Nice to Have

Experience in BNPL, fintech, consumer lending, bank operations, or a bank partnership model.
Experience with a de novo charter application, bank supervisory examinations, or bank charter processes.
Privacy credentials such as CIPP/US or substantial privacy practice experience.

Skills and Tools

Consumer financial regulations (Reg Z, Reg B, FCRA, FDCPA, TCPA, UDAAP)
Privacy frameworks and data protection compliance (GLBA, FCRA, CAN-SPAM, TCPA)
Litigation management and ESI protocols
Large language models and AI tooling (such as Claude)
Regulatory advocacy and response drafting

Salary and Benefits

Annual salary range of $165,000 to $210,000 USD
Unlimited paid time off, volunteer hours, and sabbatical
Comprehensive life, short-term disability, long-term disability, medical, dental, and vision insurance
Highly discounted LifeTime gym membership
401(k) plan with a 6% match
Collaborative work environment with fully remote flexibility on Central time schedule

About the Company

Sezzle is a publicly traded consumer finance company listed on Nasdaq under the ticker SEZL, dedicated to building purchase-now-pay-later products for consumers underserved by traditional credit. Operating with a lean legal function and a heavy reliance on artificial intelligence, the company is actively pursuing a de novo national bank charter while driving innovation in the fintech and retail space.

How to Apply

Interested candidates should submit their application directly on the official Sezzle careers page.

Questions candidates ask

What is the salary range for the Director, Litigation and Regulatory position?

The position offers a salary range between $165,000 and $210,000 USD per year.

Is this job remote?

Yes, this role is fully remote within the United States, though the team operates on Central time and requires meaningful overlap with that schedule, along with occasional travel for hearings, depositions, and meetings.

What level of experience is required for this role?

Candidates must have 5 to 7 years of combined law firm and in-house experience, along with substantive consumer financial services experience and active bar membership.

What specific AI experience is needed?

Candidates must have fluent and enthusiastic use of AI as a core part of their practice, including demonstrated experience working with Claude or equivalent large language model tools to build workflows, prompts, and tooling.

What benefits are included with employment at Sezzle?

Benefits include unlimited PTO, volunteer hours, sabbatical, medical, dental, vision, life and disability insurance, a 401(k) with a 6% match, and a discounted LifeTime gym membership.

Ready to apply?

The application is on the official Sezzle careers page.

Apply on company site