- 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

- 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
- Solid 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

Core Competencies

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 Modelling
- Business Strategy Frameworks
- Stakeholder ManagementProject Management
- Bilingualism in French and English

ATS Optimization Keywords

Hard Skills

- Quantitative Analysis
- Qualitative Analysis
- Business Analysis
- Presentation Skills
- Research Skills
- Excel Proficiency
- PowerPoint Proficiency
- Report Preparation
- Problem Structuring
- Strategic Recommendations

Soft Skills

- Interpersonal Skills
- Communication Skills
- Collaboration Skills
- Attention to Detail
- Organizational Skills

Industry Keywords

- Management Consulting
- Corporate Strategy
- Digital Strategy
- Insurance
- Financial Services
- Health
- Wealth

Tools & Technologies

- Microsoft Office
- Excel
- PowerPoint
- Word

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📌 Director, Canada Strategy – Enablement (Toronto)
🏢 Jobtailor
📍 Toronto