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

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

Robust, 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 (Ontario)
🏢 Jobtailor
📍 Ontario