As the Director, Individual Portfolio Management, you will play a pivotal leadership role in shaping and delivering the Individual Insurance project portfolio, ensuring priorities align with the division's annual plan and strategic objectives. You will partner closely with senior leaders to establish, monitor, and adapt portfolio priorities that support sales, expense, and inforce retention goals, while leading a team of Project Managers and Business Analysts. This highly strategic position combines portfolio governance, resource planning, program oversight, and people leadership, driving the successful delivery of key initiatives and business value across the organization.
Work Arrangements: This is a hybrid role. You will work in our office in Waterloo, ON a minimum of two (2) assigned, consecutive days every other week, plus a fifth (5th) assigned day per month. You are welcome to work from the office more than the minimum requirement and there may be some roles that are required to work in our office more than the minimum requirement.
What you'll do:- Lead the planning, management, and execution of the Individual Insurance project portfolio, ensuring alignment with divisional objectives, business strategy, and approved annual plans
- Partner with senior leadership to establish, monitor, and evaluate objectives and key results (OKRs), recommending adjustments and corrective actions to support business goals
- Lead the annual portfolio planning process, quarterly replanning activities, and ongoing monthly portfolio reviews to assess performance, risks, dependencies, and resource requirements
- Chair the Individual Insurance Key Initiative Portfolio Steering Committee, providing regular reporting and insights on portfolio health, project delivery progress, and achievement of target business outcomes
- Oversee initiative intake, prioritization, and strategic alignment, ensuring projects support business objectives and deliver intended value
- Negotiate and coordinate resources across multiple business functions, including Product, Marketing, Finance, Administration, and IT, balancing portfolio priorities within budget and capacity constraints
- Provide leadership, coaching, and performance management to a team of Project Managers and Business Analysts while fostering a collaborative, high-performing culture focused on innovation and continuous improvement
- Own and evolve the project delivery framework and governance model, ensuring quality standards, delivery controls, and effective execution across agile, waterfall, and hybrid initiatives
What you'll bring:- Degree in Business, Economics, or an equivalent discipline; Project Management Professional (PMP) designation and IIBA professional certification are considered assets
- Minimum 10 years of insurance or financial services experience, including senior project management, program management, and portfolio management responsibilities
- Minimum 5 years of direct people leadership experience managing Project Managers; leadership experience with Business Analysts is considered an asset
- Strong understanding of both business and technology program delivery, including planning, execution, dependencies, and cross-functional collaboration
- Proven experience leading projects and portfolios using agile, waterfall, and hybrid delivery methodologies while coordinating resources across multiple work streams
- Exceptional communication, influencing, and stakeholder management skills, with the ability to effectively engage executive leaders, facilitate strategic and financial planning discussions, and support delivery teams
- Demonstrated ability to act as a change agent by managing competing priorities, resolving resource conflicts, negotiating successful outcomes, and driving organizational alignment in a finite resource environment
- Strategic growth mindset with strong organizational skills, proficiency in Excel, PowerPoint, and Access, and demonstrated experience leveraging AI capabilities to enhance portfolio planning, execution, monitoring, and reporting activities
What's in it for you: - Career Growth: Regular learning sessions and development opportunities
- Total Rewards: Incentive pay, annual salary reviews, employer-paid benefits and pension matching
- Time Away: Competitive vacation plus one paid volunteer day each year
- Flexibility: Healthy work-life balance with employee wellness always top of mind, complemented by a "dress for your day" approach
Reports To:AVP, Individual Portfolio and Operational Enablement
Department: Individual Project Management
Term: Permanent Full-Time
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