Regulatory Program Lead

Leads the Canadian compliance program for Square Canada and Afterpay Canada, overseeing AML/ATF, payments regulation, consumer protection, privacy, governance, and regulatory engagement. Requires 10+ years of senior payments compliance experience and deep knowledge of Canadian regulatory frameworks.

About the job

Responsibilities

Serve as the Regulatory Program Lead for Block's Canadian regulated entities, acting as a designee of the Chief Compliance Officer in governance forums, Board meetings, and regulatory engagements.
Lead end-to-end execution of the annual Canada Compliance Plan, including regulatory change management, monitoring and testing, risk assessments, and policy reviews.
Run compliance programs across AML/ATF, the Retail Payment Activities Act (RPAA), the PCI Code of Conduct, consumer protection, and privacy obligations, including FINTRAC registration and support for regulatory examinations and audits.
Lead governance and tracking of regulatory commitments, audit actions, and findings; drive issue management and remediation through closure.
Maintain the compliance risk assessment framework, policies, and governance documentation.
Prepare Board and governance committee materials and translate regulatory complexity into decision-ready narratives for senior leadership.
Lead cross-functional regulatory programs across Legal, Risk, Product, Operations, and Engineering.
Drive process improvement, automation, and AI-enabled compliance solutions.
Coordinate compliance training and regulatory awareness materials for senior leadership, Boards, and business stakeholders.

Requirements

10+ years of progressive experience in compliance, financial crime, or regulatory affairs, including payments compliance at a regulated payments entity such as an MSB, payment service provider, acquirer, or comparable fintech.
Experience serving in or directly supporting a senior compliance leadership role, such as CCO, Deputy CCO, Head of Compliance, CAMLO, or Deputy CAMLO.
Deep knowledge of Canadian AML/ATF legislation, including PCMLTFA and FINTRAC guidance; RPAA; the Code of Conduct for the Payment Card Industry in Canada; FCAC, PIPEDA, and CASL; and Canadian sanctions regimes including SEMA and UN sanctions.
Executive presence, including experience preparing and presenting Board-level compliance reporting and engaging directly with regulators through examinations and ongoing supervision.
End-to-end working knowledge of payment systems and money services businesses, including payments-specific financial crime typologies and controls.
Hands-on daily use of AI tools for regulatory analysis, drafting, and process automation, with sound judgment about their limits.
Proven leadership, people management, and stakeholder engagement capabilities in a fast-paced, growth-oriented environment.
CAMS, ICA, or equivalent certification.

Nice to Have

Knowledge of buy-now-pay-later compliance programs, the Quebec regulatory regime, hands-on RPAA compliance, OSFI guidelines, the AUSTRAC/Australian AML/CTF regime, or bilingual English/French.

Technologies

Protecht (GRC, issue, and risk management)
AI tools, including ChatGPT, OpenAI Enterprise, and GitHub
JIRA and Confluence
Looker and Tableau

Compensation and Benefits

Annual salary range: $125,900–$188,900 CAD.
Benefits include remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning.