Technical Lead – Financial Crime Compliance

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy . Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. About the Role Gusto is looking for a Technical Lead – Financial Crime Compliance Oversight to join our Financial Crime Compliance Oversight Advisory organization. This role is responsible for the technical delivery and enablement of financial crime oversight capabilities, ensuring that the data, tooling, automation, and integrations supporting oversight are reliable, scalable, and audit-ready. This role operates at the intersection of financial crime compliance, engineering enablement, data infrastructure, and responsible automation and AI governance. You will translate oversight requirements into technical specifications, own dashboards and metrics pipelines, coordinate delivery across Engineering and Product partners, and drive the implementation of monitoring, reporting, and vendor integrations that underpin the oversight program. About the Team The Financial Crime Compliance Oversight Advisory team is responsible for second-line oversight of financial crime risk across Gusto’s products, jurisdictions, and regulatory obligations. The team designs and monitors controls, supports audits and exams, oversees remediation efforts, and partners closely with Operations, Product, Engineering, Risk, Legal, and external stakeholders. As Gusto grows, effective oversight increasingly depends on strong technical foundations. This role exists to ensure those foundations are built and maintained intentionally. Here’s what you’ll do day-to-day Translate financial crime oversight requirements into technical specifications and delivery plans, enabling Engineering teams to build and maintain automated and AI-enabled controls. Own financial crime oversight dashboards and metrics, ensuring data quality, automation, and the accuracy of weekly and monthly reporting used to monitor AI- and rules-based controls. Support financial crime (AML, EDD/KYC, Fraud) rule tuning, threshold updates, and AI-enabled control changes across internal systems and vendor implementations. Lead the build, rollout, and stabilization of oversight tooling and third-party integrations, including AI-powered transaction monitoring, screening, and case management systems. Implement logging, monitoring, and control instrumentation that support audits, regulatory exams, and governance of automated and AI-enabled controls. Lead the technical delivery of remediation-driven updates, ensuring AI- and automation-related changes produce reliable, reusable evidence for audits and exams. Partner directly with Product and Engineering counterparts to coordinate integrations, resolve dependencies, and embed AI-aware oversight requirements into system design and delivery. Here’s what we’re looking for 6+ years of experience in technical program delivery, engineering enablement, or compliance-related technology roles within a regulated FinTech, payments, or financial services environment. Experience supporting automated, rules-based, or AI-enabled systems in regulated environments particularly AML transaction monitoring and screening systems. Experience translating regulatory or oversight requirements into scalable technical solutions. Strong understanding of data pipelines, dashboards, system integrations, and monitoring infrastructure. Experience deliv ... (truncated, view full listing at source)