Director, Product Strategy & Growth

Director, Product Strategy & Growth

📍 Location: Toronto, ON (Hybrid – 3 days per week in office)

📅 Contract: January, 2027 – September, 2028

About the Opportunity

We are seeking a strategic and commercially minded Director, Product Strategy & Growth to lead the strategy, development, growth, and performance of a product portfolio within a complex, regulated business environment.

This is a senior leadership opportunity for an experienced product strategist who can translate market intelligence, customer insights, and business priorities into actionable product strategies and growth initiatives.

The successful candidate will work closely with senior stakeholders and cross-functional teams to drive product innovation, commercialization, profitability, and long-term portfolio performance while leading and developing a high-performing team.

Key Responsibilities

• Develop and execute product portfolio strategies, value propositions, and long-term investment roadmaps aligned with business objectives.
• Oversee the full product lifecycle, including ideation, development, commercialization, launch, optimization, and rationalization.
• Identify new market opportunities and growth initiatives through customer insights, competitive analysis, and industry research.
• Lead go-to-market and commercialization strategies to improve product adoption, customer engagement, revenue, and profitability.
• Develop business cases, evaluate investment opportunities, and make strategic recommendations based on financial performance, customer value, and business priorities.
• Lead complex, cross-functional product initiatives from strategy development through execution and benefits realization.
• Collaborate with Sales, Marketing, Digital, Technology, Operations, Finance, Legal, Risk, and Compliance teams to drive successful product outcomes.
• Identify opportunities to leverage emerging technologies, AI, automation, and data analytics to enhance product offerings and operational effectiveness.
• Oversee product governance, risk management, regulatory requirements, and strategic vendor relationships.
• Lead, mentor, and develop a high-performing team while building strong relationships with senior stakeholders across the organization.

Required Qualifications

• 8+ years of progressive experience in product management, product strategy, business strategy, innovation, or commercialization.
• Experience within financial services, insurance, group benefits, healthcare, or another regulated industry.
• Proven experience developing and executing product or portfolio strategies, investment roadmaps, and business cases.
• Strong commercial and financial acumen, including product profitability, revenue growth, and portfolio performance management.
• Demonstrated experience leading complex, cross-functional initiatives within large, matrixed organizations.
• Proven people leadership experience, including coaching, mentoring, and developing high-performing teams.
• Strong stakeholder management and influencing skills, with the ability to engage and communicate effectively with senior executives.
• Excellent strategic thinking, analytical, problem-solving, and executive presentation skills.

Nice to Have

• Experience with group benefits, health, wellbeing, dental, and/or disability products.
• Experience managing strategic partnerships, external vendors, or ecosystem-based product offerings.
• Exposure to digital product development, Agile delivery, customer experience design, and data-driven product innovation.
• Knowledge of product governance, regulatory compliance, privacy, and risk management.

Interested?

If you are a strategic product leader with a strong track record of driving portfolio growth, commercial performance, and cross-functional execution, we would love to hear from you.

Note: We use AI tools to: obtain basic information, detect plagiarism, false employment history or references, categorize your skills, and do an initial match with job postings.

Note: Background checks needing to be completed for successfully hired candidates.

Note: Third parties need not apply