Job Description: The Director, Supervision and Monitoring is responsible for designing, executing, and continuously enhancing a robust compliance monitoring and supervision program covering both mutual fund and securities businesses.

Reporting into the CCO and AVP, RAS Compliance, this role strengthens trade supervision, advances risk-based monitoring, and provides independent oversight aligned to the Three Lines of Defence model.

What will you do? Lead the development and ongoing enhancement of the Tier 2 CIRO trade supervision program for both mutual fund and investment dealer businesses, ensuring alignment with regulatory requirements and industry best practices Establish and continuously refine a risk-based monitoring framework leveraging technology to identify advisor conduct risk, control deficiencies, and emerging regulatory issues Enhance monitoring and supervision capabilities through automation and data-driven oversight to improve efficiency, consistency, and effectiveness Oversee the quality and effectiveness of Tier I supervision, identifying gaps, providing independent effective challenge, and escalating material issues to Compliance and business leadership Define KPIs, reporting, and governance routines to track supervisory activities and support quarterly compliance and senior leadership reporting Identify, assess, and escalate systemic and non-systemic issues through monitoring, testing, investigations, and complaint reviews, and ensure timely and sustainable remediation Provide strategic guidance to stakeholders on regulatory trends, conduct risk, and escalation matters, translating requirements into practical supervision and control expectations Lead and contribute to compliance-related projects, transformation initiatives, and continuous improvement of supervision processes and tools Build and lead a high-performing supervision and monitoring team, setting clear expectations, investing in development,



and ensuring robust technical and regulatory expertise Represent the organization in industry working groups and regulatory consultations, supporting regulatory engagement and continuous alignment to evolving expectations Support broader compliance program in continuous transformation to adapt to business needs and regulatory requirements, including adapting and leading changes in technology and tools.

What you need to succeed? 8+ years of progressive experience in regulatory compliance, risk management, governance, or supervision within financial services Post-secondary education (finance, business, law, or a related field preferred) Relevant industry courses or certifications (e.g., Canadian Securities Course, IFSE Branch Manager’s Course) are an asset Risk-based mindset and an appreciation, proven critical skills Proven people leadership experience, with the ability to build relationships, influence change, and operate effectively in a fast-paced, evolving environment Core competencies Strong knowledge of Canadian regulatory frameworks, including SRO rules, Securities Acts, OSFI guidelines, and CSA National Instruments Deep understanding of compliance management frameworks, risk assessment methodologies, and governance practices within financial services Ability to translate regulatory requirements into practical business controls, supervision standards, and risk mitigation strategies Strong analytical, problem-solving, and project management skills; comfortable working with data in a digital workplace Excellent communication and influencing skills (verbal and written) with strong stakeholder management across all organizational levels Ability to navigate a matrixed organization and operate effectively in a fast-paced, evolving regulatory environment Demonstrated ability to drive transformation by leveraging technology, automation, and continuous improvement to enhance compliance oversight Ability to lead and develop team members at various stages of career development.

📌 Director, Compliance (Supervision and Monitoring) (Waterloo)
🏢 Sun Life
📍 Waterloo