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One of Canada’s Most Trusted Investment Brands.

AtPicton Mahoney Asset Management (PICTON Investments),being alternative isn’t just what we do—it’s who we are.

Founded by industry pioneer David Picton, we’ve spent 20 years challenging conventional wisdom and redefining the investing landscape. As one of Canada’s most trusted investment brands, we are proudly independent—privately run, 100% employee-owned, and deeply committed to delivering results for our clients.

Thinking Alternatively is in Our DNA

With a team of 233 bold thinkers—one-third dedicated solely to investment management—we are specialists, not generalists. Managing over $19.9 billion (September 30, 2026) for institutional and retail clients, we navigate markets with conviction, resilience, and a forward-thinking approach.

We’re more thaninvestors — we’re innovators. We challenge traditional investment mindsets, constantly pushing the boundaries to achieve our mission: To bring greater certainty to investors.

Our success is built on four guiding principles:

Treat investors’ money like our own.

Redefine the way investors invest.

Be human—always approachable. Succeed together, one investment at a time.

These aren’t just words—they define how we think, how we invest, and how we work.

Now,



we’re entering our next chapter. We’re transforming our brand and reshaping the way the world invests. If you think alternatively, embrace an entrepreneurial spirit, and thrive in a dynamic, bureaucracy-free environment, join us and be part of what’s next.

Thriving in Our Entrepreneurial Culture AtPICTON Investments, you’ll thrive in our creative and dynamic workplace, where collaboration and support are at the core of everything we do. At our firm, you will have the opportunity to take on significant responsibilities, work in a flexible environment, and tackle challenging projects from the outset. Our culture is designed for ambitious professionals who want to make an immediate impact while continuing to push boundaries and achieve our greater mission. You’ll be empowered with a high level of responsibility, trust, and flexibility, providing an exciting and creative space for you to help reshape how the world views alternative investments. With competitive total rewards, performance-based bonuses, and a clear path for career growth, you’ll have everything you need to develop both now and over the longer term.

The Opportunity We are seeking an AI Program Manager to lead the planning, coordination, and delivery of artificial intelligence initiatives across the organization. This role sits at the intersection of business strategy, data, and technology,



ensuring AI initiatives move from ideas to measurable business outcomes.

You will be the connective tissue across our AI program—providing leadership with a clear, real-time view of progress, risks, dependencies, and priorities, while ensuring the teams delivering the work have the clarity and structure they need to succeed.

You will partner closely with stakeholders across Investment, Data, Engineering, Product, and other business functions to drive AI initiatives that improve efficiency, enhance decision-making, and create meaningful business impact.

You’ll have the opportunity to learn and lead:

Program Visibility & Executive Reporting Maintain a single, trusted view of AI initiatives, including project status, timelines, milestones, dependencies, and expected completion dates. Proactively identify and elevate risks, blockers, and potential delays, providing leadership with clear visibility into what is needed to keep initiatives moving. Own and maintain AI project boards in Asana, ensuring information is accurate, current, and practical to both leadership and delivery teams. Prepare concise, regular program updates that give executives a clear view of overall progress, priorities, risks, and outcomes.

Program Leadership Lead the end-to-end delivery of AI initiatives, from ideation and planning through implementation, deployment, and scaling. Develop program roadmaps, timelines, milestones, priorities, and success measures. Ensure AI initiatives remain aligned with business priorities and organizational strategy. Establish the right level of structure, governance, and accountability to keep programs moving forward.

Stakeholder Management Act as the bridge between technical t

📌 AI Program Manager (Winnipeg)
🏢 Picton Mahoney
📍 Winnipeg