Sezzle

Chief Operating Officer

• Manage day-to-day banking operations, partnering closely with product and engineering on strategy and design.
• Assist with optimization of cash movement processes and settlement timing.
• Monitor ACH, wire, RTP, card settlement, and other payment activities to ensure timely processing and settlement.
• Oversee funding flows, merchant payouts, customer repayments, and operational cash movements.
• Investigate and resolve payment exceptions, returns, rejects, and settlement discrepancies.
• Support new bank integrations, account openings, and banking partner/vendor onboarding activities.
• Oversee operational performance of customer servicing and collections activities, ensuring alignment with company policies, regulatory requirements, and customer experience objectives.
• Monitor servicing workflows related to payment processing, delinquency management, hardship accommodations, account maintenance, and customer communications.
• Partner with internal teams and third-party servicing or collections vendors to ensure service level agreements (SLAs), performance metrics, and compliance standards are consistently met.
• Review delinquency trends, collection effectiveness, cure rates, roll rates, and operational KPIs to identify opportunities for improvement.
• Support implementation and monitoring of collections strategies, including payment reminders, recovery initiatives, and loss mitigation programs.
• Ensure servicing and collections processes comply with applicable consumer protection laws, regulatory guidance, and internal controls.
• Collaborate with Risk, Compliance, Legal, and Product teams to enhance servicing operations and improve customer outcomes.
• Assist in vendor oversight, audits, and performance reviews related to servicing and collections partners.
• Serve as the primary operational relationship manager for banking partners, payment processors, servicing providers, collections agencies, and other critical third-party vendors.
• Monitor vendor performance against contractual obligations, service level agreements (SLAs), key performance indicators (KPIs), and operational standards.
• Conduct regular vendor reviews to assess operational effectiveness, compliance adherence, customer outcomes, and risk management practices.
• Support audits, regulatory examinations, and compliance reviews.

Chief Operations Officer

Manager

• Lead Program Governance: Design, maintain, and scale Sezzle’s data privacy compliance framework, ensuring strict alignment with US state/federal regulations (such as CCPA/CPRA) and Canadian privacy laws (PIPEDA and Quebec's Law 25).
• Embed Privacy-by-Design: Partner directly with Engineering, Product and Marketing teams during early-stage development to conduct Privacy Impact Assessments (PIAs) and ensure North American user data protection is hardcoded into our software and workflows.
• Manage Data Mapping & Rights: Oversee data inventory and mapping initiatives to track the lifecycle of consumer information, while managing the automation and fulfillment of consumer data access, deletion, and opt-out requests.
• Mitigate & Respond to Risk: Conduct comprehensive privacy risk assessments for third-party vendors and collaborate closely with the Information Security team to manage, investigate, and mitigate any potential data privacy incidents or cross-border data transfer risks.

Privacy Manager

Product Marketing

• Analyze qualitative and quantitative user data to surface patterns, friction points, and opportunities across your product portfolio
• Support and help evolve our Shopper Voice and Customer Advocacy research programs
• Bring a genuine Gen Z consumer perspective to how we frame problems, develop messaging, and evaluate product experiences
• Use AI tools to accelerate insight generation and sharpen the inputs that shape growth strategy and marketing plans
• Own product marketing for a defined set of products, both new and existing, supporting the full lifecycle: Discover & Validate, Shape & Plan, Launch & Learn, Optimize & Scale
• Define positioning and messaging for your products grounded in behavioral data and user research
• Develop and execute GTM plans across in-app surfaces, lifecycle messaging, and marketing channels
• Monitor adoption and engagement post-launch, flagging risks and identifying iteration opportunities
• Treat everything as a test. Whether you're launching something new or optimizing something existing, you should always be designing for learning, monitoring results, and iterating based on what the data tells you
• Work closely with Product Managers and Marketing Communications on every product you touch. These are your primary partners for testing, launching, and improving
• Navigate across Product, Engineering, Data, Design, and Marketing to move work forward
• Adapt priorities quickly as business needs shift
• Contribute to team documentation so insights and learnings can be shared cross-teams

Product Marketing Associate

• Own product marketing for a defined set of products, both new and existing, supporting the full lifecycle: Discover & Validate, Shape & Plan, Launch & Learn, Optimize & Scale
• Define positioning and messaging for your products grounded in behavioral data and user research
• Develop and execute GTM plans across in-app surfaces, lifecycle messaging, and marketing channels
• Monitor adoption and engagement post-launch, flagging risks and identifying iteration opportunities
• Treat everything as a test. Whether you're launching something new or optimizing something existing, you should always be designing for learning, monitoring results, and iterating based on what the data tells you
• Work closely with Product Managers and Marketing Communications on every product you touch. These are your primary partners for testing, launching, and improving
• Navigate across Product, Engineering, Data, Design, and Marketing to move work forward
• Adapt priorities quickly as business needs shift
• Contribute to team documentation so insights and learnings can be shared cross-teams

• Own product marketing for a defined set of products, both new and existing, supporting the full lifecycle: Discover & Validate, Shape & Plan, Launch & Learn, Optimize & Scale
• Define positioning and messaging for your products grounded in behavioral data and user research
• Develop and execute GTM plans across in-app surfaces, lifecycle messaging, and marketing channels
• Monitor adoption and engagement post-launch, flagging risks and identifying iteration opportunities
• Work closely with Product Managers and Marketing Communications on every product you touch. These are your primary partners for testing, launching, and improving
• Navigate across Product, Engineering, Data, Design, and Marketing to move work forward

• Own product marketing for a defined set of products, both new and existing, supporting the full lifecycle: Discover & Validate, Shape & Plan, Launch & Learn, Optimize & Scale.
• Define positioning and messaging for your products grounded in behavioral data and user research.
• Develop and execute GTM plans across in-app surfaces, lifecycle messaging, and marketing channels.
• Monitor adoption and engagement post-launch, flagging risks and identifying iteration opportunities.
• Treat everything as a test, designing for learning, monitoring results, and iterating based on what the data tells you.
• Work closely with Product Managers and Marketing Communications on every product you touch.

• Analyze feature usage, adoption, and activation data to understand how users are engaging with Sezzle's product ecosystem
• Identify patterns across user cohorts to surface where engagement is strong, where it drops off, and why
• Pull insights from existing dashboards and reports to support growth strategy updates
• Translate raw data into clear, concise summaries that Product and Marketing teams can act on
• Design and analyze in-app and external surveys to understand user motivations, friction points, and awareness gaps
• Synthesize qualitative feedback from sources like NPS, in-app tools, and user interviews into recurring themes and opportunities
• Help manage our Customer Advisory Board, a monthly forum with 18–25-year-old shoppers where we gather feedback on what we're building
• Bring a Gen Z perspective to research findings, flagging when messaging feels off or when competitors are doing something worth paying attention to
• Serve as an ongoing monitor for live marketing and product tests, tracking what's running, what's being measured, and when results are ready
• Summarize test results with a focus on engagement, feature behavior, and repeat usage
• Maintain a running log of test learnings so the team has a reliable record of what's been tried and what's been learned
• Assist in refreshing growth strategy documentation by validating data, insights, and live messaging
• Partner with cross-functional teammates to confirm what is currently live and what has been learned
• Conduct competitive, feature-by-feature research to understand how similar products are positioned, with attention to how they show up for younger audiences
• Create clear, reusable documentation that captures findings from data analysis, surveys, and test results
• Organize and maintain insight references used across Product Marketing, MarComms, and Product teams
• Help ensure internal materials accurately reflect current user sentiment and behavioral patterns

Product Marketing Intern

DevOps Engineer

• Design, build, and maintain shared database platform components used by Sezzle applications, such as database connection packages, database client libraries, migration tooling, safety checks, query standards, and developer-facing abstractions.
• Establish reliable, scalable patterns for how Sezzle services connect to and interact with relational databases across production, staging, and development environments.
• Partner with backend engineering teams to improve database usage in application code, including connection lifecycle, transaction handling, retries, timeouts, pooling, query patterns, and migration workflows.
• Build automation and internal tooling that makes database operations safer, more repeatable, and less dependent on manual intervention.
• Define and enforce engineering standards for database access, schema design, migrations, indexing, query performance, connection management, and operational readiness.
• Architect and improve database infrastructure across AWS RDS/Aurora MySQL, PostgreSQL, RDS Proxy, read replicas, backups, failover, parameter groups, monitoring, and capacity planning.
• Lead database reliability initiatives that reduce operational risk, improve performance, and help Sezzle scale safely.
• Review application designs and database changes early in the development lifecycle to ensure reliability, scalability, maintainability, and security are built in from the start.
• Build guardrails for database migrations, including automated checks, rollback expectations, schema review workflows, migration observability, and production safety controls.
• Improve developer self-service for database provisioning, access, schema management, local development, testing, and observability.
• Investigate production database issues by combining application telemetry, database metrics, logs, query plans, traces, and cloud infrastructure data.
• Identify and fix systemic database problems, not just symptoms — including bad access patterns, unsafe migrations, inefficient queries, connection storms, lock contention, replication lag, and capacity bottlenecks.
• Create and maintain high-signal dashboards, alerts, SLOs, SLIs, runbooks, and operational readiness checks for database-backed services.
• Drive improvements in database backup validation, restore testing, disaster recovery, failover readiness, and business continuity.
• Work with security and compliance teams to improve database access controls, auditability, encryption, secrets management, least privilege, and PCI/SOC 2 aligned controls.
• Mentor engineers on database design, query performance, safe migrations, operational readiness, and production debugging.
• Use automation and AI tooling where appropriate to improve migration review, query analysis, incident investigation, documentation, and developer productivity.

Senior Database Reliability Engineer

Attorney

• 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.
• Champion the adoption of AI-powered legal tools across the legal function 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.

Director of Legal – Product

Compliance

• 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.

Director of Compliance – Product

AI Engineer

• Design, Build, and Maintain Scalable ML Infrastructure: Lead the design and development of scalable machine learning infrastructure on AWS, utilizing services like AWS Sagemaker for efficient model training and deployment.
• Collaborate with Product Teams: Work closely with product teams to develop MVPs for AI-driven features, ensuring quick iterations and market testing to refine solutions effectively.
• Develop Monitoring & Alerting Frameworks: Create and enhance monitoring and alerting systems for machine learning models to ensure high performance, reliability, and minimal downtime.
• Support Cross-Departmental AI Utilization: Enable various departments within the organization to leverage AI/ML models, including cutting-edge Generative AI solutions, for different use cases.
• Provide Production Support: Offer expertise in debugging and resolving issues related to machine learning models in production, participating in on-call rotations for operational troubleshooting and incident resolution.
• Scale ML Architecture: Design and scale machine learning architecture to support rapid user growth, leveraging deep knowledge of AWS and ML best practices to ensure robustness and efficiency.
• Mentor and Elevate Team Skills: Conduct code reviews, mentor team members, and elevate overall team capabilities through knowledge sharing and collaboration.
• Stay Ahead of the Curve: Stay updated with the latest advancements in machine learning technologies and AWS services, driving the adoption of cutting-edge solutions to maintain a competitive edge.

Chief Operations Officer

Privacy Manager

Product Marketing Associate

Product Marketing Associate

Product Marketing Associate

Product Marketing Associate

Product Marketing Associate

Product Marketing Intern

Senior Database Reliability Engineer

Senior Database Reliability Engineer

Senior Database Reliability Engineer

Senior Database Reliability Engineer

Director of Legal – Product

Director of Compliance – Product

Senior AI Engineer