Chief Compliance Officer

Best Workplaces™ in Canada 2020 - 2025 | Best Workplaces™ with Most Trusted Executive Teams 2024, 2025 | Best Workplaces™ in Financial Services & Insurance 2020 - 2025 | Best Workplaces™ for Mental Wellness 2023 - 2025 | 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 | 2025 Best Workplaces™ for Professional Development

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 203 bold thinkers—one-third dedicated solely to investment management—we are specialists, not generalists. Managing $16.5 billion for institutional and retail clients, we navigate markets with conviction, resilience, and a forward-thinking approach.

We’re more than investors — 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 currently looking for a Chief Compliance Officer (CCO) to lead our enterprise-wide compliance program and champion a firm‑wide culture of integrity. In this role, you’ll set strategy, oversee policy, and ensure our operations meet the highest regulatory standards across Canadian securities regulators and the U.S. SEC. You’ll guide an experienced, in‑house compliance team, partner with leaders across the firm, and empower our people through practical training and clear, timely communication.

You’ll bring confident leadership, meticulous execution, and sound judgment to a role that sits at the center of our fiduciary promise to clients. If you’re analytical, collaborative, and energized by building systems that stand up to scrutiny, this is your opportunity to make an immediate impact—and help shape how we deliver compliant performance, day in and day out.

You’ll have the opportunity to learn and lead:

• Provide overall strategy, leadership, and direction to the compliance function—fostering a proactive, firm‑wide culture of compliance grounded in ethical conduct.


• Lead all aspects of the compliance program, ensuring adherence to relevant provincial and national securities laws and regulations


• Oversee AML / ATF programs in compliance with Canadian and cross-border standards (designated CAMLO)


• Implement and maintain privacy program (designated local Privacy Officer).


• Act as the primary liaison with the OSC, CSA members, and other provincial regulators; coordinate regulatory filings and manage responses to examinations or inquiries.


• Monitor and interpret regulatory developments across all Canadian provinces and applicable US requirements and advise senior leadership on implications.


• Establish, maintain, and continuously improve the firm’s Compliance Manual, policies, and procedures—ensuring they meet company standards and evolving industry regulations.


• Oversee adherence to compliance‑related policies (including the Code of Ethics & Conduct), assess outside activities, and manage conflict‑of‑interest disclosures.


• Design and deliver engaging training for staff and leaders—translating complex rules into practical, day‑to‑day behaviours.


• Build and execute regular assessments to test control effectiveness; contribute to the firm’s risk management program and relevant committees with clear recommendations.


• Identify and implement compliance frameworks for new initiatives and projects.


• Consult with outside counsel as needed; collaborate closely with business leaders to enable strategy while safeguarding regulatory compliance.


• Prepare and submit regular compliance reports to Senior Leadership Committee and the Ultimate Designated Person—surfacing issues early and proposing actionable solutions.


• Ensure compliance with client statements of investment policies and investment restrictions, and all applicable regulatory requirements.


• Identify potential issues before they surface; implement corrective actions that strengthen processes, documentation, and accountability.


• Work closely with legal, operations, investment, technology and other teams to embed compliance into all aspects of the business.

What we’re looking for

• Proven ability to partner effectively across the firm with leaders and teams to execute strategic projects and priorities, while ensuring alignment with compliance and regulatory best practices.


• 10+ years in investment‑industry senior compliance roles (portfolio managers, investment fund managers, exempt market dealers, commodity trading managers)


• Previous registration as a CCO or completion of courses/qualifications required to register as a CCO with securities authorities (e.g., Chief Compliance Officers Qualifying Exam, Partners, Directors and Senior Officers (PDO/PDSO) courses or equivalent).


• CFA Charter or professional designation as a lawyer, CA, CGA or CMA


• Extensive knowledge of Canadian securities legislation; familiarity with core instruments such as NI 31‑103, NI 45‑106, NI 81‑102, NI 81‑105, NI 81-107.


• Working understanding of SEC requirements is a strong asset.


• Strong knowledge of equity, fixed income, derivatives, and investment funds; able to translate portfolio realities into practical compliance controls.


• Exceptional coaching skills; demonstrated ability to earn and maintain the confidence of senior management.


• High attention to detail under pressure; a track record of timely communication and well‑reasoned recommendations.


• Ability to work across teams and levels—internally and with external partners/regulators.


• Highly analytical, curious, and self‑motivated—with an entrepreneurial spirit that balances innovation and control.

Our Commitment to Employees

At PICTON Investments, we take pride in enhancing our employees' experiences through a comprehensive suite of exceptional perks and programs. Our benefits include corporate fitness reimbursement and discounts, VersaFi memberships (formerly Women in Capital Markets), Picton investment counseling and portfolio management services, volunteer and charitable donation matching, maternity and parental leave top-up, recognition awards, semi-annual performance bonuses, a generous annual vacation entitlement (minimum of 15 days per year), training and development reimbursement, extensive health and dental benefits, a healthcare spending account, and more.

These offerings are designed to support your career growth, well-being, and overall success. Join us and thrive in an environment that values and invests in you!

PICTON Investments is committed to providing an equitable and fair work environment for everyone and all hiring and other personnel actions will be taken without regard to race, colour, creed, religion, sex, disability, gender identity, gender expression, family status, age, language or national origin. We welcome applications from candidates with diverse experiences globally. Canadian experience is not required.  If you require an accommodation at any point in time throughout the application and hiring process, please contact Human Resources at (416) 955-4108 or at [email protected].

PICTON Investments does not accept unsolicited resumes, emails, calls, or any other form of communication from third-party recruitment agencies. Any unsolicited outreach, including commercial electronic messages, will neither be acknowledged nor considered.

Please note: We use AI-assisted tools to support parts of our recruitment process, including summarizing interview notes and aligning candidate profiles with job requirements. All decisions are made by our hiring team.