Senior Product Manager in Winnipeg

About ComPsych

ComPsych is the worldwide leader in organizational mental health, well-being, and absence management, dedicated to igniting human potential in workplaces across the globe. For over 40 years, we have combined the best in technology with unmatched human expertise to help individuals and their organizations thrive. Our GuidanceResources and AbsenceResources solutions deliver end-to-end mental health, well-being, work-life, health navigation, and absence support to more than 75,000 customers worldwide, touching more than 160 million lives across 200 countries.

About the Role

Every product decision at ComPsych eventually reaches someone in a hard moment — a mental health crisis, a leave of absence, a benefit they need but don't fully understand. Modernizing how we build product means moving faster without losing sight of that. We're making our product development lifecycle AI-native from discovery through delivery, working closely with Engineering and Design end to end. As we turn services historically delivered by our Operations and Customer Success teams into digital products, their frontline knowledge of customers and how the product is actually used becomes essential input, so partnering with them closely is part of the job.

We're looking for a Senior Product Manager who already uses AI throughout the product lifecycle. This is a high-leverage role: you'll spend more time on the judgment calls only a PM can make — framing the problem, validating what AI surfaces, deciding what actually matters — than on the manual research, drafting, and synthesis AI now does well. You'll use assistants like Claude and ChatGPT daily to accelerate research, requirements, and prototyping, then apply your own product judgment to what comes back before it shapes the roadmap.

What You'll Do

• Own product strategy and roadmap as your core contribution.
• Set direction for your business unit — priorities, tradeoffs, and the roadmap — and align leadership and cross-functional teams around it.
• Direct AI-accelerated discovery, not manual synthesis.
• Use AI to turn customer interviews, support tickets, competitor material, and market research into insights — then apply judgment to what's actually true and what matters.
• Draft requirements with AI, then own the judgment calls.
• Prototype before you commit engineering effort.
• Turn AI-surfaced data into decisions, not just dashboards.
• Engage directly with customers and internal customer-facing teams.
• Raise the bar for how Product works with AI.

What We're Looking For

• 5+ years owning products end to end — strategy, roadmap, and execution.
• Deep technical acumen and a real partnership with Engineering.
• A backlog discipline you can defend.
• An analytical, data-driven approach to problem-solving.
• AI is already part of how you work.
• Sound judgment about when to trust AI and when not to.
• A track record of helping teams adopt new tools and ways of working.
• Bonus: experience in behavioral health, absence management, or another regulated, data-sensitive industry.

Compensation and Benefits

Full benefits package, including Paid Time Off (PTO), medical, dental, vision, 401(k) with match, robust EAP, wellness program, and much more. The salary range for this position is 163,000 - 225,000 CAD.

EEO

ComPsych is an equal opportunity employer. All applicants will be considered for employment regardless of race, color, age, genetics, religion, gender, sexual orientation, gender identity, national origin, disability or protected veteran status and any other characteristic protected by federal, state or local laws.