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Director, Strategic Initiatives - Data, AI, Automation and PlatformCanada Life • Winnipeg, Canada
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Director, Strategic Initiatives - Data, AI, Automation and Platform

Director, Strategic Initiatives - Data, AI, Automation and Platform

Canada Life • Winnipeg, Canada
14 days ago
Job type
  • Full-time
  • Permanent
Job description
Permanent Full Time

We are seeking a Director of Strategic Initiatives to support our Data, AI, Automation and Platforms (DAAP) organization. In this role, you will play a critical part in translating enterprise vision into clear, actionable strategies, enabling effective decision‑making, and driving cross‑functional execution to deliver on key business priorities.

Reporting to the SVP, Data, AI, Automation & Platforms, you will partner closely with senior leaders across Technology and the broader enterprise to ensure alignment, strategic clarity, and measurable progress on high‑impact initiatives.

What you will do: Strategy & Advisory

Partner with Technology leaders and enabling functions to drive clarity, alignment, and progress against Technology and DAAP priorities

Support the development of technology strategies and multi‑year plans aligned to business and DAAP objectives

Translate executive vision into clear, actionable strategies, proposals, and points of view

Governance & Execution

Provide cross‑functional leadership and establish effective governance practices across DAAP

Ensure visibility, tracking, and reporting of strategic priorities and KPIs to support decision‑making

Identify opportunities for continuous improvement and operational excellence

Executive Communications & Enablement

Deliver executive‑ready, decision‑focused briefing materials and insights

Provide timely updates on strategic developments across Canada Life and LifeCo

Offer ad hoc analysis and insights to support executive decision‑making

Leadership Forums & Culture

Plan and lead leadership forums, including DAAP leadership meetings, offsites, and executive visits

Support the creation of a high‑performance, inclusive, and forward‑looking culture

Stay current on emerging technology and industry trends and support executive briefings as needed

What you will bring:

8 years of professional work, with at least 5 years in strategy, planning, or related roles (industry‑agnostic)

Experience in management consulting, technology, or the insurance/financial services sector is an asset, but not required

Strong relationship‑building, communication, and stakeholder management skills

Ability to work across functions, manage competing priorities, and operate effectively in a fast‑paced environment

Strong analytical and synthesis skills, with the ability to clearly communicate insights to diverse audiences

Sound professional judgment, high respect for confidentiality, and a strong sense of ownership

The base salary for this position is between $114,200‑$164,200 annually. This represents base salary only and does not represent other variable compensation components of our total compensation (i.e. annual bonus, commission etc). If you are selected to move forward in our recruitment process, your recruiter will be able to discuss additional details of our total rewards program with you.

What we offer

Career Development: Opportunities for career advancement, access to industry‑leading learning programs and up to $2,000 annually towards education reimbursement

Health & Wellness: Flexible health and dental benefits, plus a $5,000 mental health benefit to support your well‑being

Time Off: In addition to regular vacation and personal days, we support community involvement with a volunteer day

Financial Security: Company‑matching pension plan, share ownership program and additional investment options

Rewards and Recognition: Employee recognition programs, service milestone celebrations, employee discounts and more

Emphasis on Community: We provide a workplace where employees feel connected and supported through Employee Resource Groups (ERGs), mentorship programs, social clubs and events

We’re committed to removing barriers and ensuring equal access to employment. Applicants requiring reasonable accommodation during the application process may contact talentacquisitioncanada@canadalife.com. All information provided will be handled in accordance with applicable laws and Canada Life policies.

Canada Life would like to thank all applicants, however only those who qualify for an interview will be contacted.

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Director, Strategic Initiatives - Data, AI, Automation and Platform • Winnipeg, Canada

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