Director of Compliance – Product

🕒 May 25

🇺🇸 United States – Remote

💵 $175k - $250k / year

⏰ Full Time

🔴 Lead

🚔 Compliance

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Sezzle

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2016

💳 Fintech

👥 B2C

🛍️ eCommerce

Fintech • B2C • eCommerce

Sezzle is a financial technology company that offers a "buy now, pay later" service, allowing consumers to purchase products and pay for them in four interest-free installments over six weeks. The Sezzle app provides users with a flexible financing alternative to traditional credit cards, enabling instant approval decisions without impacting credit scores. Sezzle partners with various top brands, including Amazon, Walmart, and Target, to offer in-app and in-store payment options. The company's mission is to empower consumers financially by providing more financial freedom and control. It is available as a mobile app, with millions of downloads and high user ratings, and works towards accessibility and inclusion on its platform.

📋 Description

• Own and drive the product compliance function end-to-end, ensuring all new and existing product features comply with applicable federal and state laws and regulations governing Sezzle’s consumer lending, BNPL, and payment products. • Serve as the embedded compliance partner exclusively supporting the Product team to advise on compliance requirements during product development cycles; serving as a compliance partner from ideation through launch and post-launch iteration. • Champion the adoption of AI-powered compliance and RegTech tools – including automated regulatory change monitoring, AI-assisted product review workflows, and smart audit trail systems; to scale the product compliance function’s capacity and enable deeper analytical coverage across the product portfolio. • Leverage AI research tools to maintain current awareness of regulatory developments affecting consumer-facing product features, including changes to FCRA, TILA/Reg Z, EFTA/Reg E, UDAAP, ECOA/Reg B, TCPA, state consumer protection laws, and emerging regulations governing BNPL products. • Partner with the product leadership to discuss and anticipate regulatory change, sequencing compliance work alongside feature development, and ensure the organization is never caught flat-footed by new requirements. • Conduct product-level regulatory compliance risk assessments for new features and product changes; identify control gaps, evaluate the compliance impact of product decisions, and develop risk mitigation strategies that allow the business to move quickly without cutting corners. • Develop and maintain product compliance standards and control frameworks that define how regulatory requirements translate into product design decisions, feature specifications, and release criteria. • Collaborate with product managers, engineers, and UX designers to translate compliance requirements into actionable acceptance criteria, user story guardrails, and practical implementation guidance that product teams can execute against. • Lead product-level compliance review and sign-off for features touching consumer disclosures, adverse action, credit reporting, payment authorization, marketing claims, and data use — ensuring each release meets requirements. • Establish and oversee post-launch product compliance monitoring protocols to assess whether deployed features operate as intended from a regulatory standpoint, and identify defects or drift requiring corrective action. • Ensure product compliance issues are recorded, tracked, and escalated appropriately, with clear ownership and timelines for remediation across the product and engineering teams. • Prepare and communicate product compliance reporting to senior leadership, and the Chief Compliance Officer, translating product-level compliance status and risk exposure into clear, executive-ready insights. • Develop and deliver product compliance training and awareness programs to product managers, engineers, and designers, using AI-assisted tools and digital formats to build compliance fluency across product development teams. • Champion a product culture where compliance is treated as a competitive advantage and quality standard — not a blocker — fostering a mindset across the Product organization that builds consumer trust through responsible design.

🎯 Requirements

• Bachelor’s or Master’s degree in Law, Business Administration, or a related field; a J.D. or advanced degree is a plus. • At least 8 years of experience in a compliance leadership role within fintech, banking, or financial services. • Demonstrated hands-on use of AI compliance and RegTech tools (e.g., AI-assisted product review workflows, compliance workflow automation) to streamline and scale a product compliance function. • Strong working knowledge of consumer financial protection regulations relevant to product features, including TILA/Reg Z, FCRA, EFTA/Reg E, ECOA/Reg B, UDAAP, TCPA, and applicable state consumer protection laws; familiarity with evolving BNPL regulatory guidance is a significant plus. • Experience participating in or supporting regulatory examinations, compliance audits, or supervisory reviews, with the ability to speak credibly about product design decisions and the compliance controls embedded within them. • Proven ability to operate effectively within agile product development environments; experience translating regulatory requirements into product specifications, acceptance criteria, or technical control requirements that engineering teams can execute. • Strong analytical and problem-solving skills, with the ability to assess compliance risk at both the feature level and portfolio level, including comfort working with product data, user flows, and technical documentation. • Exceptional organizational skills with strong attention to detail; able to manage multiple concurrent product reviews, compliance workstreams, and stakeholder relationships without losing accuracy or momentum.Exceptional organizational skills with strong attention to detail and accuracy. • Ability to thrive in a dynamic, fast-paced environment with competing priorities and evolving direction. • Self-starter who takes ownership, drives initiatives to resolution, and raises awareness proactively when challenges arise. • Excellent proficiency in Office, Google Workspace, and AI productivity tools. • Demonstrated experience working with Claude or equivalent large language model tools is required; candidates must be comfortable leveraging AI to enhance productivity, research, and communication. • Compliance certifications (e.g., CCEP, CRCM) preferred.

🏖️ Benefits

• Unlimited PTO, volunteer hours and sabbatical • Life, STD/LTD, medical, dental and vision insurance • Highly discounted LifeTime gym membership • 401k with match of 6% • Collaborative fun co-workers • The opportunity to join the fastest growing FinTech alongside a team of motivated and driven individuals