Senior Director, Compliance
3 hours ago
Winnipeg, Manitoba, Canada
Picton Mahoney
Full-time
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Best Workplaces™ in Canada 2020 - 2026 | Best Workplaces™ with Most Trusted Executive Teams 2024 - 2026 | Best Workplaces™ in Financial Services & Insurance 2020 - 2026 | Best Workplaces™ for Mental Wellness 2023 - 2026 | Best Workplaces™ for Giving Back 2022, 2024 | Best Workplaces™ for Inclusion 2021, 2024 | Best Workplaces™ for Women 2021 | Best Workplaces™ in Ontario™ 2020, 2021, 2024 | Best Workplaces™ for Professional Development 2025 | Best Workplaces™ for Young Talent 2026
One of Canada’s Most Trusted Investment Brands.
At PICTON 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 At PICTON 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’ll 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’re looking for a knowledgeable, detail-oriented, and solutions-focused Senior Director, Compliance (Enterprise Risk Management) to join our Risk & Compliance team. This is an exciting opportunity for an experienced risk professional who enjoys working collaboratively across the business, managing multiple priorities, and translating regulatory requirements into practical guidance and effective processes.
Reporting to the Chief Compliance Officer, this role will lead the development, implementation, and ongoing enhancement of PICTON Investments' Enterprise Risk Management (ERM) framework while supporting key compliance initiatives across the organization. The successful candidate will work closely with business leaders to identify, assess, monitor, and mitigate enterprise-wide risks and strengthen the firm's risk culture.
The Senior Director will serve as a trusted advisor to senior leadership, helping ensure risks are appropriately understood, managed, and reported while supporting regulatory compliance obligations, governance practices, and strategic business initiatives. The role requires strong leadership, collaboration, and communication skills, along with the ability to translate complex risk and regulatory concepts into practical business solutions.
At PICTON, being employee-owned means, we take care of our team and offer opportunities for top performers to participate in our equity ownership program over time. Eligible employees get access to a full benefits package, including profit sharing, health and wellness coverage, life and disability insurance, paid time off and holidays, learning and development programs, and more, many of which are fully covered or subsidized by us.
You’ll have the opportunity to learn and lead:
Lead the ongoing development, implementation, and enhancement of the firm's Enterprise Risk Management (ERM) framework, policies, methodologies, and reporting.
Facilitate enter
One of Canada’s Most Trusted Investment Brands.
At PICTON 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 At PICTON 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’ll 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’re looking for a knowledgeable, detail-oriented, and solutions-focused Senior Director, Compliance (Enterprise Risk Management) to join our Risk & Compliance team. This is an exciting opportunity for an experienced risk professional who enjoys working collaboratively across the business, managing multiple priorities, and translating regulatory requirements into practical guidance and effective processes.
Reporting to the Chief Compliance Officer, this role will lead the development, implementation, and ongoing enhancement of PICTON Investments' Enterprise Risk Management (ERM) framework while supporting key compliance initiatives across the organization. The successful candidate will work closely with business leaders to identify, assess, monitor, and mitigate enterprise-wide risks and strengthen the firm's risk culture.
The Senior Director will serve as a trusted advisor to senior leadership, helping ensure risks are appropriately understood, managed, and reported while supporting regulatory compliance obligations, governance practices, and strategic business initiatives. The role requires strong leadership, collaboration, and communication skills, along with the ability to translate complex risk and regulatory concepts into practical business solutions.
At PICTON, being employee-owned means, we take care of our team and offer opportunities for top performers to participate in our equity ownership program over time. Eligible employees get access to a full benefits package, including profit sharing, health and wellness coverage, life and disability insurance, paid time off and holidays, learning and development programs, and more, many of which are fully covered or subsidized by us.
You’ll have the opportunity to learn and lead:
Lead the ongoing development, implementation, and enhancement of the firm's Enterprise Risk Management (ERM) framework, policies, methodologies, and reporting.
Facilitate enter