Director, Canada Strategy – Enablement

Sun Life

Strategy director advancing Sun Life Canada's insurance, wealth, and financial services priorities. Leading strategic analysis, board reporting, executive engagement, and transformation initiatives.

Posted 8/20/2026full-timeToronto • 🇨🇦 CanadaLead💰 CA$110,000 - CA$180,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates strong analytical and problem-solving capabilities, with expertise in financial modeling and business strategy frameworks. Proficient in preparing and delivering strategic documents and presentations for senior stakeholders, while effectively managing cross-functional collaboration and project execution.

Highest-signal resume keywords

Financial ModellingBusiness Strategy FrameworksStakeholder ManagementProject ManagementBilingualism in French and English

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Quantitative AnalysisQualitative AnalysisBusiness AnalysisPresentation SkillsResearch SkillsExcel ProficiencyPowerPoint ProficiencyReport PreparationProblem StructuringStrategic Recommendations

Soft Skills

Interpersonal SkillsCommunication SkillsCollaboration SkillsAttention to DetailOrganizational Skills

Tools & Technologies

Microsoft OfficeExcelPowerPointWord

Industry Keywords

Management ConsultingCorporate StrategyDigital StrategyInsuranceFinancial ServicesHealthWealth

About the role

Key responsibilities & impact

Conduct quantitative and qualitative research and analysis independently
Prepare and deliver recommendations on priority strategic questions for the Canadian Business
Develop and syndicate board and public-facing strategy documents
Engage executive stakeholders
Collaborate with strategy team members and partners across the business
Support delivery of strategic projects through workstream management, problem definition and structuring, cross-functional collaboration, updates, and timely execution of deliverables
Conduct financial and business analysis using business strategy frameworks
Interpret analytical results and generate insights and recommendations
Manage and deliver board-level and public-facing strategy documents, including quarterly board reports and annual report MD&A
Support Sun Life Canada's strategic priorities, including digital initiatives and operational efficiencies through AI technologies
Prepare and deliver formal presentations and informal updates for senior management
Present results, engage partners in next-step discussions, and support implementation of recommendations

Requirements

What you’ll need

Minimum 4 years of relevant business experience
University degree in business administration, finance, economics, engineering, or related discipline
Experience in management consulting, corporate strategy, a startup, as a Chief of Staff, or an equivalent role
Experience managing and collaborating directly with very senior stakeholder groups, including C-Suite and Senior Vice Presidents
Strong conceptual problem-solving skills, including structuring business problems, formulating and testing hypotheses, and developing recommendations
Strong analytical skills and proficiency in financial modelling tools and techniques, especially Excel
Ability to conduct quantitative and qualitative analysis and interpret and synthesize results
Experience conducting in-depth secondary research; primary research experience is an asset
Excellent oral and written communication and presentation skills
Ability to prepare formal business reports and presentations using PowerPoint
Strong interpersonal and stakeholder management skills
Strong project management skills and ability to prioritize and organize work effectively under tight timelines
High attention to detail
Strong, preferably expert, knowledge of Microsoft Office products including Excel, PowerPoint, and Word
Experience in insurance, health, wealth, or financial services is a plus but not required
Experience in digital strategy and transformation is an asset
Bilingualism in French and English, oral and written, is required for Quebec only

Benefits

Comp & perks

Hybrid work with flexibility to work from the office and virtually based on business, Client, and employee needs
Supportive, flexible, and inclusive work environment
Career development and growth opportunities
Collaborative leaders and colleagues
Employee participation in various discretionary incentive plans, subject to individual and company performance
Accommodation support for persons with disabilities and alternative-format job postings