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The Canada Life Assurance Company

Director, Technical Solutions

Winnipeg, MB, Canada
London, ON, Canada
Toronto, ON, Canada

The base salary for this position is between $128,200 - $178,200 annually.

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Job details

Pay: The base salary for this position is between $128,200 - $178,200 annually.
Apply by: Oct 10, 2026
Posting language: English
Posted: Oct 2, 2026

Original job description

Permanent Full Time

At Canada Life, we put customers at the centre of everything we do. We are looking for a collaborative, curious leader who turns complex challenges into secure, scalable solutions and helps teams learn, adapt and deliver meaningful outcomes. If you are a creative problem solver who values continuous learning, inclusive teamwork and measurable customer impact, we want to hear from you.

The Director, Technical Solutions leads the end-to-end technical delivery of mission-critical Workplace Benefits initiatives - from discovery and solution design through launch and transition to operations. This role translates business strategy into secure, scalable solutions that improve customer outcomes, enable growth and advance modernization, including AI-enabled capabilities. You will align cross-functional teams, make clear technical trade-offs and create the conditions for predictable, high-quality delivery.

What you will do

- Own the technical roadmap and end-to-end delivery of complex initiatives, from discovery and architecture through implementation and transition to operations.
- Translate business objectives into secure, scalable solutions that improve customer outcomes, enable growth and reduce friction.
- Lead cross-functional teams across architecture, engineering, integration, security and operations, providing clear direction and accountability.
- Make and communicate informed trade-offs across scope, cost, risk, quality and delivery timelines.
- Identify and mitigate technical, security, performance, compliance and operational risks.
- Ensure solutions are ready for launch and ongoing operation, including testing, support, warranty, security and lifecycle planning.
- Ensure delivery aligns with approved architecture patterns, engineering standards, security controls and regulatory requirements.
- Partner with business, PMO, architecture, security, risk, operations and vendors to develop estimates, manage dependencies and enable predictable delivery.
- Advance automation, AI-enabled delivery and engineering practices that improve speed, quality, reliability and maintainability.
- Manage people and financial resources responsibly while building trusted relationships across internal and external partners.
- Build an inclusive, accountable and high-performing culture through coaching, continuous learning, experimentation and a progress-over-perfection mindset.

What will you bring

- A post-secondary degree or diploma in business, computer science or a related field - or an equivalent combination of education and experience.
- Six or more years of progressive engineering or technology leadership experience.
- Demonstrated success delivering complex, regulated, multi-system initiatives and leading teams through change.
- Strong business and systems thinking, with the ability to connect technical decisions to customer and business outcomes.
- Working knowledge of modern engineering practices, including automated testing, deployment automation and secure software delivery.
- Outcome-driven and pragmatic with a bias for action, balancing speed, risk, quality and long-term sustainability.
- Clear, influential communication and a track record of building collaborative relationships across business, technology and vendor partners.
- Experience coaching technical practitioners and building accountable, inclusive teams.
- A growth mindset: you seek feedback, learn quickly and adapt your approach as priorities evolve.

What will set you apart

- Experience leading teams through successful modernization initiatives.
- Experience delivering cloud-hosted solutions.
- Practical experience using AI to improve customer, business or delivery outcomes.
- Knowledge of mainframe technologies, financial services or the Canadian health insurance industry.
- A leadership style that combines approachability, curiosity, accountability and thoughtful innovation.

The base salary for this position is between $128,200 - $178,200 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.

Career opportunities will be open a minimum of 5 business days from the date of posting, closing dates will vary depending on the search activity. All applications received will be reviewed on a rolling basis.

Grow with Canada Life

We’re united by a shared purpose: to improve the financial, physical and mental well-being of Canadians. Our company is trusted by 1 in 3 Canadians and contributes to the strength of communities across the country.

We’re looking for people who live our values everyday: we step up, we do the right thing, and we deliver – for our customers, communities and each other. Are you someone who always strives to do the right thing, who steps up for themselves and others, and who delivers with impact? Then we want to hear from you!

What we offer:

We’re committed to supporting our employees through every stage of their career. Here’s what you can expect as a full-time or part-time permanent team member:

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.

Learn more about Canada Life.

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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More about this job

Responsibilities

The Director of Technical Solutions leads the end-to-end delivery of mission-critical Workplace Benefits initiatives, from discovery and architecture through to operations. They are responsible for aligning cross-functional teams, managing technical trade-offs, and advancing modernization through secure, scalable solutions.

Requirements

Candidates must have a post-secondary degree or diploma in business, computer science, or a related field, along with six or more years of progressive engineering or technology leadership experience. Proven success in delivering complex, regulated, multi-system initiatives and strong systems thinking are essential for this role.

Skills

Technical leadership
Solution design
Strategic planning
Cross-functional team leadership
Risk management
Project management
Architecture
Engineering
Cloud solutions
AI-enabled delivery
Automation
Stakeholder management
Financial resource management
Coaching
Systems thinking
Change management

Benefits

Career development
Education reimbursement
Health benefits
Dental benefits
Mental health benefit
Volunteer day
Pension plan
Share ownership program
Employee recognition programs
Employee discounts

Visa sponsorship

Not detected in the job text

Keywords

Technical Solutions
Workplace Benefits
Modernization
AI
Cloud-hosted
Mainframe
Financial Services
Health Insurance
Engineering
Architecture
Security
Compliance
Automation
Deployment automation
Secure software delivery
PMO
Vendor management
Strategy
Leadership
Coaching
Growth mindset
Risk mitigation
Lifecycle planning
Technical roadmap
Cross-functional teams

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