Lead Compliance Analyst

Accountabilities: Build and maintain a comprehensive regulatory inventory covering applicable requirements across products and jurisdictions, including obligation ownership and supporting compliance evidence. Design and maintain the compliance policy framework, including policy categorization, ownership, approval authority, and review schedules. Draft, update, and oversee core compliance policies and procedures. Lead regulatory and product compliance risk assessments across payments, payroll, invoicing, accounting, advisory services, and partnerships. Support issue management and remediation processes, ensuring findings have clear ownership, deadlines, and documented progress. Manage regulatory change monitoring across the United States and Canada, assess potential business impacts, and coordinate required actions with relevant teams. Maintain registration, licensing, and renewal calendars to ensure regulatory obligations and filing deadlines are met. Operate the product compliance review process, including intake assessment, risk-based prioritization, and clear approval, conditional approval, or rejection decisions. Partner with Product, Engineering, Legal, and Risk teams early in the product development lifecycle to identify and address compliance considerations. Review high-risk product launches, including new payment flows, onboarding changes, data-sharing arrangements, and expansion into new jurisdictions. Apply product compliance evidence standards and ensure launches maintain complete, audit-ready documentation. Review marketing claims and customer communications to ensure alignment with applicable content guidelines and regulatory expectations. Establish and oversee compliance monitoring for key processors and business partners, including obligation mapping, contract review input, monitoring, and escalation. Oversee partner due diligence and maintain accurate records of data-sharing arrangements. Coordinate audits, attestations, and inquiries involving card networks, payment processors, and other partners. Prepare compliance reports for leadership, covering program performance, KPIs, outstanding issues, and emerging risks. Identify opportunities to automate repetitive compliance activities and develop practical tools, including AI-assisted solutions, to improve efficiency. Requirements: At least 6 years of experience in regulatory or product compliance within fintech, payments, payment service providers, banking, or other regulated financial services organizations. Hands-on experience building or developing a compliance program component from the ground up, such as policies, risk assessments, regulatory inventories, or issue management frameworks. Working knowledge of payments regulations and card network rules. Experience with at least one of the following regulatory areas: United States: Money movement and payments regulations, including NACHA/ACH, Regulation E, or UDAAP. Canada: Payments and financial crime requirements, including RPAA, FINTRAC, or PIPEDA. Experience working directly with Product and Engineering teams to review features and assess compliance requirements before launch. Strong written communication skills, with the ability to translate complex regulatory requirements into clear, actionable instructions that technical teams can implement. Ability to navigate ambiguity, manage changing priorities, and work effectively in a fast-moving, cross-functional environment. Strong analytical, organizational, and problem-solving skills. Preferred qualifications: Experience working with both United States and Canadian regulatory frameworks. Privacy compliance experience involving PIPEDA, Quebec Law 25, or CCPA. Familiarity with PCI DSS, SOX, or HIPAA controls. Background in payroll, taxation, or small-business financial technology. Experience overseeing partners or payment processors, managing network attestations, or supporting regulatory examinations. Previous people leadership, team mentoring, or coaching experience. Relevant professional credentials or training, such as CRCM, CAMS, or CAMLO. Benefits: Annual salary range of CAD $84,000–$126,000. Fully remote work arrangement within Canada. Inclusive and accessible recruitment process, with accommodations available upon request. Opportunity to work closely with senior compliance leadership and influence the development of a growing compliance program.