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GroupHEALTH Benefit Solutions

Strategic Initiatives Program Manager

Surrey, BC, Canada

Job type: Full-time
Posting language: English
Posted: Oct 1, 2026

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Original job description

Project Manager, Transformation

About GroupHEALTH

At GroupHEALTH, we're proud of the work we do, but it's how we do it that truly sets us apart. We're a fast-moving, ever-evolving, stable organization with deep roots and a bold vision: to transform the way Canadians experience benefits. We combine agility with long-term stability to create meaningful impact.

Here, you'll find more than just a job. You'll find a purpose-driven, people-first culture where kindness, collaboration, and curiosity thrive. Whether you've been here fifteen years or fifteen days, you'll notice right away, our people are genuinely invested in one another's success and delivering exceptional experiences to our clients and plan members.

About the Role

Do you like turning big ideas into real results, and are you comfortable keeping executives on track? The Strategic Initiatives Program Manager sits in the Transformation Office and works directly with our Executive Leadership Team. You will take initiatives from early idea through intake, prioritization, delivery, and close-out. You will own the plan, the follow-through, and the reporting.

At GroupHEALTH, transformation means moving the business forward and everything that goes with it. This role covers a wide range of enterprise work, including M&A activity, product and innovation launches, governance, risk, and privacy initiatives, and a large-scale operational transformation already in progress. You will manage several initiatives at the same time from day one.

This role suits a confident, organized operator who can run a room and hold executives accountable to their commitments. Your job is to deliver on strategy, not set it, and to bring the structure and momentum that turn priorities into outcomes.

This is a hybrid role based in our Surrey, BC office, with three days per week in the office.

What to Expect in Your First 3 Months

First 30 Days:

Complete a full portfolio inventory of all assigned Transformation Office initiatives, including sponsor, scope, status, timeline, key milestones, risks, dependencies, decisions required, and expected business outcomes.
Build effective working relationships with Executive Leadership Team members and initiative sponsors, ensuring expectations, decision points, risks, and required follow-up are clearly understood and actively managed.

First 60 Days:

Implement consistent project governance routines for assigned initiatives, including status updates, RAID tracking, decision logs, action follow-up, and escalation pathways.
Validate priority project plans by confirming near-term milestones, resource needs, dependencies, and key decisions with sponsors and core project teams.
Assess current Transformation Office project practices against the emerging enterprise project management framework and identify areas for alignment, simplification, or flexibility.

First 90 Days:

Produce an initial view of cross-project dependencies, sequencing risks, stakeholder impacts, and potential change saturation across assigned Transformation-led work.
Establish sponsor confidence by demonstrating early value with Executive Leadership Team members, sponsors, and stakeholders through clarity, structure, timely follow-up, and visible momentum.

What You'll Do

Transformation Office Project Delivery

Lead assigned Transformation Office initiatives from initiation through close-out, including M&A due diligence coordination, joint venture standups, product and service launches, executive reporting, and other enterprise-sponsored transformation priorities
Translate executive and enterprise priorities into practical project plans, workstreams, timelines, deliverables, and near-term actions
Manage day-to-day project execution, including project plans, status updates, RAID tracking, decision logs, action follow-up, and escalation
Coordinate across business functions, IT, vendors, subject matter experts, and project teams to resolve blockers and maintain delivery momentum

Executive Stakeholder Support and Governance

Work directly alongside Executive Leadership Team members, executive sponsors, and business leaders to clarify priorities, decision points, risks, dependencies, and required follow-up
Prepare concise, decision-oriented project updates, briefing materials, and governance reporting for the Chief Transformation Officer, executive sponsors, steering groups, and applicable governance forums
Facilitate sponsor check-ins, working sessions, project meetings, and decision discussions that are focused, productive, and action-oriented
Influence without direct authority by creating clarity, accountability, timely follow-through, and alignment across executive-sponsored priorities

Business Readiness, Change, and Adoption

Partner with the Change and Communications teams to build business readiness, stakeholder impacts, communications, training, and adoption considerations into project plans and delivery routines
Work with sponsors, business owners, Change, and Communications to sequence initiatives in a way the organization can absorb
Identify change risks, readiness gaps, adoption barriers, and stakeholder impacts early, escalating where executive action or sponsor support is required
Maintain awareness of enterprise priorities and organizational capacity to help reduce change saturation, duplicated effort, and conflicting timelines

Project Management Framework Alignment

Follow the consistent project management framework established by the senior IT Program Management role, including shared expectations for intake, governance, reporting, artifacts, and delivery discipline, while maintaining an indirect working relationship and clear reporting accountability to the Transformation Office
Apply the framework pragmatically to business-led Transformation Office initiatives, using judgment to keep governance, tools, and routines practical for the scale and complexity of the work
Provide feedback from Transformation Office delivery to help ensure enterprise project management practices support both business-led and IT-enabled initiatives

Documentation and Continuous Improvement

Maintain organized, current, and accessible project documentation for governance, auditability, knowledge transfer, and future reuse
Support reusable templates, dashboards, reporting formats, and project practices that improve visibility, consistency, and follow-through
Capture lessons learned from completed or in-flight initiatives to strengthen future project planning and execution

What We're Looking For

University degree or college diploma in Business Administration, Project Management, Operations, Change Management, or a comparable field
5 or more years of direct project management experience, preferably leading cross-functional business, operational, transformation, or enterprise initiatives
Experience managing projects that involve multiple stakeholders, business functions, vendors, technology dependencies, and executive sponsors
Direct experience reporting to, or working closely with, C-suite or senior executive leaders. Exposure one level removed also counts, such as preparing executive presentations and briefings for your leader.
Demonstrated ability to manage scope, timelines, milestones, dependencies, risks, issues, decisions, and stakeholder expectations
Experience working with both predictive and agile delivery environments is an asset
Project management certification or equivalent experience is preferred
Change management certification or practical change management experience is an asset
Strong business acumen and ability to quickly understand operational processes, organizational structures, and cross-functional impacts
Strong communication, facilitation, discretion, judgment, and executive-ready reporting skills
Highly organized senior Executive Assistants with strong operations and project management experience are encouraged to apply
Experience with Microsoft Office, Teams, SharePoint, project tracking tools, and collaboration platforms is an asset
Technical background is not required; ability to partner effectively with IT and translate between business and technical stakeholders is important

Critical Competencies

You will succeed in this role if you are:

An Enterprise & Strategic Thinker – you understand how projects connect to enterprise strategy, transformation priorities, organizational capacity, and business outcomes
Focused on Delivery Excellence & Execution Discipline – you plan, govern, and deliver projects with structure, transparency, follow-through, and minimal surprises
Strong in Business Acumen & Value Orientation – you understand business operations, stakeholder needs, and value drivers, and keep project activity connected to measurable outcomes and practical business impact
Skilled in Executive Presence, Stakeholder Influence & Communication – you build trust with Executive Leadership Team members, influence without authority, exercise sound judgment and discretion, and communicate clearly with executives, sponsors, IT partners, vendors, and business teams
A Change Leader with an Adoption Mindset – you recognize that successful delivery requires readiness, adoption, communications, training, and sustained behaviour change
Committed to Framework Alignment & Practical Standardization – you work within common enterprise project management standards while applying judgment to keep tools, governance, and routines practical for business-led initiatives
Collaborative Across Distributed Project Teams – you work effectively with project managers, coordinators, sponsors, IT partners, and business stakeholders who may sit in different functions and reporting lines
Accountable in Ownership, Judgment & Escalation – you take accountability for moving work forward, identify risks early, escalate with recommendations, and support timely decision-making

Compensation

At the time of this posting, the estimated annual base salary for this position is $110,000 to $125,000. Individual compensation within this range is determined by factors such as job-related skills, relevant experience, and education/training. This range reflects the annual base salary only and does not encompass the comprehensive total rewards package that we proudly offer.

Why Join Us

Beyond salary, we offer generous paid time off, extended health and dental benefits, RRSP matching, and flexible work options
Wellness support, including comprehensive mental health resources, to prioritize your well-being both in and out of the workplace
A supportive culture, with opportunities to grow, and where our team members feel valued and empowered to thrive.

Accommodation and Inclusion

GroupHEALTH is committed to equity, diversity, and inclusion. If you need accommodation during any stage of the hiring process, please let us know! We're here to help.

If you're ready to do meaningful work and grow your career with GroupHEALTH, we'd love to hear from you. Click Apply to submit your application.

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More about this job

Responsibilities

The Strategic Initiatives Program Manager leads enterprise-wide transformation initiatives from initiation through close-out, ensuring alignment with executive priorities. This role involves managing project governance, reporting to the Executive Leadership Team, and coordinating across business functions to maintain delivery momentum.

Requirements

Candidates must have at least 5 years of direct project management experience, preferably involving cross-functional or enterprise-level initiatives. A university degree or college diploma in a relevant field is required, along with strong executive presence and the ability to influence without direct authority.

Skills

Project management
Strategic planning
Stakeholder management
Executive reporting
Change management
Risk management
Governance
Business acumen
Facilitation
Process improvement
Agile methodology
Cross-functional leadership
Communication
Decision making
Documentation

Benefits

Paid time off
Extended health benefits
Dental benefits
RRSP matching
Flexible work options
Mental health resources

Visa sponsorship

Not detected in the job text

Keywords

Strategic Initiatives
Program Management
Transformation Office
M&A
Governance
Risk Management
Change Management
Executive Reporting
Stakeholder Engagement
Agile
Predictive Delivery
Microsoft Office
Teams
SharePoint
Business Readiness
Operational Transformation
Project Governance
RAID Tracking
Cross-functional Collaboration
Executive Leadership

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