Retail Systems Support Jobs in Ontario (NOW HIRING)

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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 over 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 $20 billion (August 31, 2026) 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 

About The Role We are seeking a Trading Systems Support Analyst to join our Digital Product Management Team. This is a support role focused on the Order Management System (OMS), connected applications and external venues. The team supports OMS operations across global regions. You’ll work at the intersection of technology, investment products and business operations supporting the delivery and performance of investment solutions.

The expected annual base salary range for this role is $70,000 to $90,000 with final base salary determined based on experience, skills, education, and internal equity. In addition to base salary, this role is eligible for variable compensation, including participation in the Company’s discretionary bonus program, subject to applicable plan terms. 

At PICTON Investments, 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: 

• Provide support for front-office investment platforms, ensuring timely resolution of incidents and service requests.
• Deliver real-time support for the investment management system (Charles River IMS / CRIMS) and related OMS components.
• Monitor system health and performance, proactively identify issues, and implement fixes to maintain platform stability.
• Perform alert handling, log analysis, and performance tuning of the platform.
• Troubleshoot OMS connectivity issues using FIX protocol and network diagnostic tools.
• Collaborate within the Asset Management Development teams to enhance platform features or resolve technical issues.
• Work with end users to identify workflow improvements and maximize system value.
• Act as an escalation point for support, resolving complex technical issues and liaising with vendors for defect fixes.
• Apply ITIL principles for incident, problem, and change management to ensure operational excellence.
• Design and document processes and procedures for BAU investment activities and support.
• Participate in platform upgrade projects, patch deployments, and integration testing.
• Ensure adherence to regulatory standards through system controls and audit-ready documentation.

What we’re looking for 

• Technical Support experience on Charles River or equivalent OMS/IMS platform.
• Strong customer focus and ability to recommend practical, timely solutions.
• Analytical skills and SQL/Excel proficiency.
• Ability to utilize SQL and scripting for data analysis and automation of support tasks.
• Experience with OMS connectivity, and desk-based dealing applications in an enterprise environment.
• Understanding of investment products (funds, ETFs, equities, fixed income, OTC).
• Experience with SAAS environments and troubleshooting.
• Excellent communication for liaising with stakeholders and internal teams.
• Familiarity with support ticketing systems such as ServiceNow, JIRA, or equivalent.
• Ability to work under pressure, prioritize tasks, and meet deadlines.
• Team-oriented approach with a focus on knowledge sharing and best practices

Nice to Have 

• Understanding of Enterprise Scheduling Systems
• Azure tech stack

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
accessibility@pictoninvestments.com. 

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. 

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