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Regulatory Program Lead, Canada

Block· 30305 Risk - Compliance - Cash App
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Toronto, Ontario, CanadaCA$125.9k - CA$188.9kfull-timePosted 2mo ago

About the role

Regulatory Program Lead for Block's regulated Canadian entities (Square Canada and Afterpay Canada), reporting to the Chief Compliance Officer, Canada. Owns end-to-end Canada Compliance Plan, oversees AML/ATF, sanctions, RPAA, consumer protection, privacy, PCI Code of Conduct, and enables AI-enabled regulatory programs to align with Canadian regulations and Block's global standards.

Responsibilities

  • Serve as the Regulatory Program Lead for Block's Canadian regulated entities, acting as a designee of the CCO in governance forums, Board meetings, and regulatory engagements
  • Lead end-to-end execution of the annual Canada Compliance Plan - regulatory change management, monitoring and testing, risk assessments, and policy reviews - delivering against key milestones and regulatory commitments
  • Run Canada's compliance programs across AML/ATF (Square Canada MSB), RPAA, the PCI Code of Conduct, and consumer protection and privacy obligations (PIPEDA, CASL, FCAC, provincial requirements), including FINTRAC registration and support for regulatory examinations and audits
  • Lead governance and tracking of regulatory commitments, audit actions, and findings - driving issue management and remediation through to closure - while maintaining the compliance risk assessment framework, policies, and governance documentation
  • Prepare Board and governance committee materials, translating multi-domain regulatory complexity into clear, decision-ready narratives for senior leadership
  • Lead cross-functional regulatory programs across Legal, Risk, Product, Operations, and Engineering, driving operational excellence through process improvement, automation, and AI-enabled compliance solutions
  • Coordinate compliance training and targeted regulatory awareness materials for senior leadership, Boards, and business stakeholders

Qualifications

  • 10+ years of progressive experience in compliance, financial crime, or regulatory affairs, including payments compliance at a regulated payments entity (MSB, payment service provider, acquirer, or fintech such as Square Canada) in a senior compliance leadership role or directly supporting such role
  • Deep knowledge of Canadian AML/ATF legislation (PCMLTFA, FINTRAC guidance), RPAA, Code of Conduct for PCI in Canada, consumer protection frameworks (FCAC, PIPEDA, CASL), and Canadian sanctions regimes (SEMA, UN sanctions)
  • Executive presence with experience preparing and presenting Board-level compliance reporting and regulator engagement
  • Direct end-to-end working knowledge of payment systems, money services businesses, and payments-specific financial crime controls
  • Hands-on use of AI tools for regulatory analysis, drafting, and process automation with good judgment on their limits
  • Builder mindset with leadership, people management, and stakeholder engagement in a fast-paced environment; CAMS, ICA, or equivalent certification
  • Bonus: knowledge of BNPL compliance, Quebec regime, RPAA hands-on experience, OSFI guidelines, AUSTRAC/Australian AML/CTF, or bilingual English/French

Skills

Required:Regulatory program leadershipCanadian AML/ATF knowledgeRPAA compliancePCI Code of ConductRegulatory reporting to Board/executive leadershipCross-functional collaboration
Nice to have:AI-enabled regulatory tooling

Benefits

  • Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning (as part of the offered benefits)
Last updated Sep 30, 2026. Interested? Apply on the company site.
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About Block

Block builds technology to increase access to the global economy.

Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.

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