Canada’s insurance sector operates at the intersection of financial risk, regulatory scrutiny, and large-scale digital transformation. With insurers managing vast volumes of sensitive customer data while modernising legacy platforms and expanding digital channels, cybersecurity leadership has become a core business function. The following leaders are shaping how cyber risk, resilience, and trust are managed across Canadian insurance organizations.
Bobby Singh – Global Chief Information Security Officer, Manulife
Bobby Singh leads the global cybersecurity strategy and operations at Manulife, aligning security initiatives with business growth and innovation across international markets. With more than 30 years of experience spanning financial services, telecommunications, and the public sector, he has held senior leadership roles at TMX Group, TD Bank, Rogers Communications, and eHealth Ontario. His career has focused on large-scale security modernization, governance, and operational resilience. Bobby is an active contributor to executive forums and industry panels, particularly on cyber risk, artificial intelligence governance, and security innovation, and holds multiple industry certifications alongside an MBA.
Rob Phillips – Vice President Technology and Cyber Risk Management, Sun Life
Rob Phillips is a seasoned information security executive with a strong track record in building and leading cybersecurity, third-party risk management, and governance programs within large financial institutions. At Sun Life, he leads international cybersecurity teams with regional accountability across Europe and Asia Pacific, ensuring consistent risk oversight and security execution. Known for implementing practical, business-aligned security programs, Rob has been recognized for delivering measurable risk reduction while supporting complex global operations in regulated financial environments.
Priya Sirwani – Vice President and Business Information Security Officer, Canada Life
Priya Sirwani is a cyber security and information risk executive with deep expertise in building enterprise-wide security programs that enable business growth while strengthening resilience. At Canada Life, she focuses on risk-based security strategies, data protection, and cyber resilience across a complex financial services environment. Known for her collaborative leadership style, Priya drives security transformations that balance regulatory compliance with operational practicality. She is an active member of the Toronto CISO community and is recognized for fostering high-performing, engaged teams.
Jean-Sébastien Pilon – Vice President and Chief Information Security Officer, Desjardins
Jean-Sébastien Pilon brings more than 25 years of experience in information technology, security, and governance to his role at Desjardins. A results-driven leader, he is known for transforming and optimizing technology environments through strong team mobilization and pragmatic execution. His background includes leadership roles at IBM and Desjardins, with expertise spanning information security management, technology operations, and corporate governance. Jean-Sébastien is also a co-founder of CyberEco, contributing to the broader advancement of Canada’s cybersecurity ecosystem.
Christopher Grove – Vice President Information Security and Chief Information Security Officer, iA Financial Group
Christopher Grove is a bilingual IT and security executive with extensive experience across strategy, architecture, infrastructure, security, and operations. At iA Financial Group, he leads information security programs in highly complex technology environments, working closely with executive teams as a trusted advisor. His career spans organizations including Desjardins Group, Canadian National Railway, Bell Canada, and CGI. Christopher is known for his collaborative leadership style and for building strong governance frameworks that support operational stability and long-term business objectives.
Andrew Vézina – Deputy Senior Vice President and Chief Information Security Officer, Intact Financial Corporation
Andrew Vézina serves as Deputy Senior Vice President and CISO at Intact Financial Corporation, where he oversees cybersecurity strategy and execution in a fast-paced, digitally evolving insurance environment. Passionate about cybersecurity, digital innovation, and problem-solving, Andrew focuses on managing complex risks while supporting business agility. His leadership emphasizes collaboration, resilience, and continuous improvement, positioning cybersecurity as an integral part of Intact’s enterprise risk management approach.
Justin Kok – Chief Information Security Officer, Aviva Canada
Justin Kok leads Aviva Canada’s information security program as Vice President and Chief Information Security Officer. With a background spanning consulting, regulatory oversight, and financial services, he brings a comprehensive view of cyber risk and compliance. Prior to Aviva, Justin served as CISO at the Financial Services Regulatory Authority of Ontario and held senior information security roles at Sun Life. His experience includes security advisory services, risk assessments, and regulatory alignment within highly regulated financial environments.
Trina McGhie – Vice President Technology Infrastructure, Co-operators
Trina McGhie is a veteran cybersecurity and risk management leader with more than 20 years of experience safeguarding data and enabling business value. Previously serving as Chief Information Security Officer at Co-operators, she led the development and execution of enterprise-wide information security strategies aligned with digital transformation initiatives. Her work emphasizes regulatory awareness, data protection, and measurable security outcomes. Trina is known for her authentic leadership style, strong ethical foundation, and ability to build engaged, high-performing teams.
Cyber Leadership Across Canada’s Insurance Industry
Canadian insurers operate within one of the country’s most regulated and data-intensive sectors, balancing customer trust, regulatory compliance, and rapid digital change. As cyber threats continue to evolve alongside cloud adoption, third-party dependencies, and advanced analytics, strong cybersecurity leadership remains critical. The leaders highlighted here play a central role in protecting sensitive information, strengthening operational resilience, and ensuring Canada’s insurance industry remains secure, trusted, and competitive.