Director, Canada Strategy and Enablement

Sun Life Financial; Toronto; Hybrid; CAD 110,000 - 180,000; Full time

Job summary

Sun Life Financial is seeking a high‑caliber strategy professional to drive strategic projects for the Canadian business. You will analyze financials, prepare board and public reports, and engage senior stakeholders across a hybrid Canada workforce.

The role offers exposure to Sun Life Canada’s diverse lines of business and a collaborative team environment. You will design and present insights, support digital initiatives, and contribute to cross‑functional strategy execution with strong

Qualifications

• University degree in business administration, finance, economics, engineering or related discipline.
• Experience in management consulting or a corporate strategy function, ideally with insurance/financial services exposure.
• Experience in managing senior stakeholder groups (C‑Suite, SVP, etc.).
• Experience in digital strategy and transformation is an asset.
• Strong problem‑solving and structured thinking with hypothesis testing.
• Strong analytical skills with financial modelling and Excel proficiency.
• Experience in secondary research; primary research is a plus.
• Excellent oral and written communication and presentation skills (PowerPoint).
• Strong interpersonal and stakeholder management abilities.
• Strong project management, prioritization and attention to detail.
• MS Office expert (Excel, PowerPoint, Word).
• Bilingual French/English for Quebec interactions is required.

Responsibilities

• Strategic project execution – support delivery of strategic projects, workstreams, cross‑functional collaboration and timely deliverables.
• Problem solving and analytics – financial and business analysis, insights and recommendations.
• Manage and deliver board‑level and public‑facing strategy documents (quarterly reports, MD&A).
• Support key strategic priorities, including digital initiatives and operational transformation through AI.
• Communication – prepare and deliver formal presentations and updates to senior management and partners.

Skills

Analytical skills

Problem solving

Stakeholder management

Financial modelling

PowerPoint

Excel

Project management

Communication

Bilingual

Education

University degree in business/finance/economics/engineering

Tools

Word

Excel

PowerPoint

Job description

You are as unique as your background, experience and point of view. Here, you’ll be encouraged, empowered and challenged to be your best self. You'll work with dynamic colleagues - experts in their fields - who are eager to share their knowledge with you. Your leaders will inspire and help you reach your potential and soar to new heights. Every day, you'll have new and exciting opportunities to make life brighter for our Clients - who are at the heart of everything we do.

At Sun Life, we're driven by our Purpose: helping our Clients achieve lifetime financial security and live healthier lives. Our values shape how we work: caring, authentic, bold, inspiring, and impactful. When you join Sun Life, you'll work with passionate colleagues and empowering leaders who support your growth and celebrate your contributions, so you can make a meaningful difference in our Clients' lives. Discover how you can make a difference in the lives of individuals, families and communities around the world.

Job Description: Sun Life Financial is a leading international financial services organization providing a diverse range of insurance, wealth and asset management solutions to individual and corporate Clients. The Canadian Business is Sun Life's largest with over $1B in earnings (~1/3 of all Sun Life Financial globally). We’re a market leader across life, health and wealth in Canadian Individual and Group insurance and wealth. The Canada Strategy and Enablement Team has a mandate to work with senior executives across the business to develop, and support the enablement of strategies to address opportunities and issues facing the Canadian business. The team leads a portfolio of strategy and transformation projects in partnership with stakeholders from the business, including enabling execution of Sun Life Canada’s top strategic priorities and cross-business initiatives. Reporting to the AVP, Canada Strategy and Enablement, the successful candidate will be responsible for: Independently conducting quantitative and qualitative research and analysis, Preparing and delivering recommendations on priority strategic questions for the Canadian Business, Developing and syndicating board and public-facing strategy documents, Engaging executive stakeholders, and Working collaboratively with strategy team members and partners across the Business.

This role requires a blend of traditional strategy skills, such as strong problem-solving and analytical skills, strategic thinking and insight generation, and relationship-building, and board-level strategy reporting management, such as senior stakeholder engagement, deep understanding of financials, effective and simple communication, and cross-functional syndication management. It offers a unique opportunity to gain exposure to Sun Life Canada's different lines of business and learn from a diverse team of experienced strategy professionals.

What will you do:

• Strategic project execution – Supporting the delivery of strategic projects, including workstream management, problem definition and structuring, collaboration with cross-functional teams, providing updates, and timely execution of deliverables.
• Problem solving and analytics – Conducting financial and business analysis, including employing business strategy frameworks, interpreting analytical results, generating insights and recommendations.
• Manage and deliver board-level and public-facing strategy documents, such as quarterly board reports, annual report MD&A.
• Support of Sun Life Canada's key strategic priorities may involve facilitating a central accelerator for critical digital initiatives and contributing to the identification and implementation of business efficiencies, including transformation of operations through AI technologies.
• Communication – Preparation and delivery of both formal presentations and informal updates for senior management; presenting results, and engaging partners in discussion on executing next steps and implementing the recommendations, as appropriate.

What do you need to succeed:

• University degree in business administration, finance, economics, engineering or related discipline.
• Experience in management consulting, a corporate strategy function, a startup, as a Chief of Staff or an equivalent role, ideally with some exposure to the insurance, health or financial services industry.
• Experience in managing and collaborating directly with very senior stakeholder groups (i.e., C‑Suite, Senior Vice President, etc.).
• Experience in digital strategy and transformation is an asset.
• Strong conceptual problem‑solving skills, with a demonstrated ability to structure business problems, formulate and test hypotheses, and develop recommendations.
• Strong analytical skills, including proficiency in financial modelling tools and techniques (especially Excel), ability to conduct both quantitative and qualitative analysis, and an aptitude for interpreting and synthesizing results.
• Experience in conducting in-depth secondary research; experience with primary research (e.g., expert interviews) would be an asset.
• Excellent oral and written communication and presentation skills, including the ability to prepare formal business reports and presentations (PowerPoint).
• Strong interpersonal and stakeholder management skills, including ability to build and maintain relationships with business partners.
• Strong project management skills and the ability to prioritize and organize work effectively to deliver on tight timelines, with high attention to detail.
• Strong (preferably expert) knowledge of Microsoft Office products (Excel, PowerPoint, Word).
• As this position is posted in several locations, we specify that bilingualism (French, English, both oral and written) is required for Quebec only for the frequent interactions with English and French‑speaking colleagues or internal partners across Canada or worldwide.

The Base Pay range is for the primary location for which the job is posted. It may vary depending on the work location of the successful candidate or other factors. In addition to Base Pay, eligible Sun Life employees participate in various incentive plans, payment under which is discretionary and subject to individual and company performance. Certain sales focused roles have sales incentive plans based on individual or group sales results. Diversity and inclusion have always been at the core of our values at Sun Life. A diverse workforce with wide perspectives and creative ideas benefits our Clients, the communities where we operate and all of us as colleagues. We welcome applications from qualified individuals from all backgrounds.

Persons with disabilities who need accommodation in the application process, or those needing job postings in an alternative format, may e-mail a request to [e-mail].

We are proud to be a hybrid organization that offers our employees the choice and flexibility to work from both the office and virtually based on the needs of the business, our Clients and you. We may use artificial intelligence to support candidate sourcing, screening, interview scheduling.

We thank all applicants for showing an interest in this position. Only those selected for an interview will be contacted.

Salary Range: 110,000/110 000 - 180,000/180 000 Job Category: Business Development - Non Actuarial Posting End Date: 30/08/2026

Shine together At Sun Life, you can be your most brilliant self.

Our supportive, flexible, and inclusive work environment is one where you – and your career – can thrive. Whatever your aspirations, collaborative leaders and colleagues are ready to help you learn, grow, and succeed.

Make life brighter We’re a global company with a passion for people. Our purpose is to help Clients achieve lifetime financial security and live healthier lives.

As a team of 30,000 across 26 countries, our impact is far-reaching, and locally relevant There’s power in numbers. As part of Sun Life’s growing team, you have an impact on people in your community and around the world.

Shape the future With an optimistic eye on a brighter future, we drive to innovate. Be part of leading change, push boundaries and try new ways of working. Use data to drive bold actions. Be agile and pivot as we test and learn.

At Sun Life, we’re driving transformation, sustainability and innovation for our Clients, employees, partners, and communities.

Join us. Together, we can make the future brighter. Join a top employer for a brighter future.