As Product Portfolio Manager, you'll own the strategic direction of our entire Group Benefits Administration portfolio—setting the vision, steering investment decisions, and partnering with senior leaders across Product, Engineering, Architecture, Operations, Sales, and Delivery. You'll work across a complex, matrixed organization where your judgment directly influences which modernization initiatives move forward, where we take calculated risks, and how we stay ahead of regulatory and competitive pressures.
This is a senior role for someone who thrives at enterprise scale and wants to leave a lasting impact on how benefits are delivered across North America.
What you'll do
Portfolio Vision & Strategy
Define and maintain a unified portfolio vision that addresses the unique regulatory, compliance, and market needs across Canada and especially the U.S. Group Benefits landscape
Develop multi-year roadmaps that balance innovation, client commitments, modernization investments, and regulatory requirements
Make tough prioritization calls—deciding where to invest, what to standardize, and how to reduce platform fragmentation without losing market competitiveness
Work collaboratively with Product Managers and Architects to translate strategy into executable plans
Platform Alignment & Modernization
Partner closely with Engineering and Architecture leaders to ensure your portfolio strategy drives real, scalable platform improvements
Oversee large-scale client migrations and platform modernization initiatives—defining readiness gates, success metrics, and governance checkpoints
Drive consistency across products to reduce complexity while managing both short-term client needs and long-term platform health
Stakeholder Leadership
Serve as the senior product leader for cross-functional stakeholders—communicating complex portfolio topics to executives and enabling informed, strategic decision-making
Support channel and carrier partnerships by aligning product roadmaps with market opportunities and partner enablement needs
Position our solutions in the market, translating portfolio strategy into compelling client and partner narratives
Governance, Risk & Compliance
Ensure portfolio strategies align with evolving North American regulatory, legislative, privacy, and security requirements
Proactively identify and manage portfolio-level risks—scalability challenges, data integrity, support models, and delivery risks
Monitor and communicate portfolio health metrics, including platform stability, modernization progress, and delivery risk
A typical week:
You'll likely spend time in stakeholder alignment meetings (working across distributed product, technology, and delivery teams), digging into business cases for major modernization investments, collaborating with your Architecture partner on target-state platform direction, and communicating trade-offs and priorities to senior leadership. You'll also work hands-on with product managers to review emerging roadmap items and with partners to understand market pressures and opportunities.
What you bring
Must-haves
10+ years in Product Management, Product Portfolio Management, or Platform Leadership roles, ideally in enterprise, complex environments
Deep expertise in Group Benefits Administration, with particular strength and knowledge of the U.S. market, legislation, and compliance landscape
Proven track record leading multi-product portfolios with the ability to think and operate at enterprise scale
Experience overseeing modernization and large-scale migration programs, including managing legacy platforms, multi-tenant complexity, and change at scale
Strong executive-level communication skills and proven ability to influence across matrixed organizations with distributed ownership models
Sound judgment in prioritization and trade-off decisions—you're comfortable making tough calls and explaining the "why" to senior stakeholders
Working knowledge of North American regulatory and compliance environments, with demonstrated expertise in U.S. Group Benefits market requirements
Nice-to-haves
Experience supporting channel and carrier partnerships (partner enablement, alignment of capabilities to market opportunities)
Background working closely with Architecture or Technology leadership on platform strategy
Experience defining governance models and operating frameworks across product portfolios
Familiarity with employer, carrier, and partner ecosystems across both public and private sector markets
Ready to lead portfolio strategy at enterprise scale? If you're energized by complexity, thrive in stakeholder-driven environments, and want to shape the future of benefits administration across North America, let's talk.
Apply now or reach out to discuss how your experience aligns with this opportunity.
