Associate Counsel, Commercial Transactions

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:

We are seeking a talented and motivated Junior Associate Counsel, Commercial Transactions, who is best-in-class, with a high IQ and a high EQ. This role presents an exciting opportunity to thrive in a dynamic, fast-paced environment within a rapidly growing team, with abundant prospects for career advancement.

This is an early-career role on Sezzle's Legal team, working alongside our Senior Counsel, Commercial Transactions on the vendor contracts we buy under and the merchant agreements we sell under. Nearly all of this work is governed by US law and negotiated in English with US counterparties. You will build real transactional skills fast: drafting, negotiating, and closing agreements with growing independence, using our playbooks and Claude-enabled contract workflows. We are looking for someone who is business-first and practical, who wants to learn how to find the path to “yes” rather than lead with “no.”

What You'll Do:

• Vendor contracts. Review and negotiate NDAs, order forms, SOWs, and standard SaaS, services, data, and marketing agreements on Sezzle paper and counterparty paper, working from our playbooks and escalating non-standard terms.
• Merchant agreements. Prepare first drafts of merchant agreements, amendments, and onboarding terms, and turn counterparty redlines with guidance from senior lawyers on the team.
• Issue spotting. Identify the terms that carry real exposure (limitation of liability, indemnities, IP, data privacy and security, audit rights, termination, service levels) and summarize them in plain English for deal teams and senior counsel.
• Business support. Answer day-to-day contract questions from Sales, Partnerships, Procurement, Finance, Product, and Engineering with fast, practical guidance that starts from what the business is trying to achieve.
• Run contracts through our Claude-enabled review workflows, check the output critically, and help improve review playbooks and prompts as templates and positions change.