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Sezzle

VP of Legal – Product

Sezzle

VP of Legal at Sezzle linking legal strategy to product development and innovation in fintech. Seeking a leader to embed legal frameworks into product cycles with AI tools.

Posted 4/23/2026full-timeRemote • 🇺🇸 United StatesLead💰 $175,000 - $250,000 per yearWebsite

About the role

Key responsibilities & impact
  • Serve as the embedded legal partner exclusively supporting the Product team to advise on legal requirements during product development cycles, feature launches, and platform decisions – acting as a true product partner, not just a downstream reviewer.
  • Champion the adoption of AI-powered legal tools across the legal function – including contract review automation, regulatory monitoring platforms, AI legal research tools, and document drafting assistants – to dramatically increase team throughput and reduce external counsel spend.
  • Build and continuously improve AI-enabled workflows for contract lifecycle management, NDAs, vendor agreements, and customer-facing terms.
  • Use AI-assisted research tools to monitor regulatory changes in fintech, payments, BNPL, and consumer lending, and translate findings into actionable guidance for leadership.
  • Draft, review, and negotiate a broad range of commercial agreements including partnership deals, vendor contracts, and financial institution agreements for the Product team.
  • Manage and oversee outside counsel relationships, leveraging AI tools to reduce reliance on external resources and improve cost efficiency.
  • Advise on intellectual property strategy, including patent filings, trademark management, and protection of proprietary technology.
  • Partner with the Compliance and Finance teams to ensure legal alignment on regulatory matters, risk frameworks, and governance structures.
  • Develop and deliver legal training to Product team members, using AI-enhanced materials and digital formats to maximize reach and retention.

Requirements

What you’ll need
  • J.D. from an accredited law school; active bar membership required.
  • At least 8 years of legal experience, with significant in-house experience at a fintech, payments, or financial services company (or equivalent law firm advising such companies).
  • Demonstrated enthusiasm for and hands-on experience with AI legal tools (e.g., Harvey, CoCounsel, Ironclad AI, Spellbook, or comparable platforms).
  • Proven ability to partner cross-functionally with product and engineering teams, translating complex legal concepts into clear, actionable guidance.
  • Strong knowledge of laws and regulations governing consumer financial products, including FCRA, FDCPA, TCPA, EFTA, Reg E, Reg B, SCRA/MLA, and applicable state laws.
  • Experience managing outside counsel and legal operations with a focus on efficiency and cost control.
  • Strong analytical skills and comfort working with large datasets to support legal and regulatory analysis.
  • Ability to thrive in a fast-paced, high-growth environment with competing priorities and evolving direction.
  • Self-starter who takes ownership, drives initiatives to resolution, and communicates proactively with stakeholders.
  • Excellent proficiency in Office, Google Workspace, and AI productivity tools.

Benefits

Comp & perks
  • Health insurance
  • 401(k) matching
  • Professional development opportunities
  • Paid time off
  • Remote work options

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
contract lifecycle managementcommercial agreementsintellectual property strategyregulatory compliancelegal analysisnegotiationlegal trainingdata analysisrisk managementcost control
Soft Skills
cross-functional collaborationcommunicationownershipinitiativeanalytical thinkingadaptabilityproactive engagementproblem-solvingleadershipteamwork
Certifications
J.D.active bar membership