Calypso Systems Analyst

Releady; Toronto; Hybrid; CAD 100,000 - 125,000; Full time

Job summary

A financial services firm in Toronto is seeking a Junior–Intermediate Calypso Systems Analyst for a 6-month contract with high potential for extension. The role focuses on system configurations and process improvements within Capital Markets, requiring strong hands-on experience with Calypso. Candidates should possess analytical problem-solving skills, and be able to work independently in a fast-paced environment. Competitive hourly rate of up to $66/hour offered.

Qualifications

• Minimum 5 years in business analysis or operations support.
• Strong hands-on experience with Calypso required.
• Advanced understanding of trading products and middle-office workflows.
• Familiarity with project management and testing frameworks.
• Experience with data/process modeling and feasibility studies.

Responsibilities

• Lead analysis and validation of business requirements for Calypso.
• Identify gaps for derivative operations.
• Act as liaison between stakeholders and technology teams.
• Develop and execute User Acceptance Testing (UAT) plans.
• Facilitate sessions for gathering and validating requirements.

Skills

Business analysis

Operational support

Analytical skills

Communication skills

Problem-solving

Negotiation skills

Education

Bachelor’s degree in Business, Finance, or Computer Science

Professional designations (MBA, CFA, etc.)

Tools

Calypso

SDLC

Project management methodologies

Job description

Overview

Title: Calypso Systems Analyst
Type: Contract (6 months, with high potential for extension or full-time conversion)
Schedule: Full-time, 9 AM–5 PM EST, hybrid (2 days in office weekly — Monday and one floating day)
Level: Junior–Intermediate

Hourly Rate: up to $66/hour T4

This role supports system and process improvement initiatives across Capital Markets Middle Office and Derivative Operations. The Calypso Systems Analyst plays a critical part in bridging business and technology functions — managing system configurations, gathering requirements, executing user testing, and driving project delivery for derivatives-related initiatives. The position requires hands-on experience with Calypso configuration, strong analytical and problem-solving skills, and the ability to work independently within a fast-paced, global capital markets environment.

Responsibilities

Systems & Business Analysis

• Lead the analysis, documentation, and validation of business requirements for Calypso system enhancements and process improvements.
• Identify gaps between current and desired functionality to support derivative product operations.
• Act as the primary liaison between business stakeholders and technology teams for system-related issues and enhancements.
• Capture, analyze, and communicate requirements clearly to ensure solutions align with business needs and compliance standards.

Testing & Implementation

• Develop and execute comprehensive User Acceptance Testing (UAT) plans for Calypso initiatives.
• Recommend actions and remediation based on test results to ensure system stability and usability.
• Support the implementation of new business initiatives, products, and regulatory changes within Capital Markets operations.

Stakeholder & Project Delivery

• Serve as the key point of contact for project delivery activities across multiple business lines.
• Facilitate large group sessions with diverse stakeholders to gather and validate requirements for complex projects.
• Prepare and deliver presentations and updates on project progress, priorities, and strategic initiatives for senior management.
• Collaborate with internal teams and external partners to ensure consistent communication and successful execution of deliverables.

Advisory & Continuous Improvement

• Provide consultation and support to business partners on system automation, operational efficiency, and process improvements.
• Contribute to the development and execution of strategic initiatives and service improvements within derivative operations.
• Stay informed on industry trends and regulatory requirements impacting derivatives and capital markets operations.

Qualifications

Experience

• Minimum 5 years of progressive experience in business analysis or operations support, ideally within Capital Markets or Derivative Operations.
• Strong hands-on configuration and/or operational experience with Calypso (mandatory).
• Advanced understanding of trading products, product operations, and middle-office workflows.
• Familiarity with SDLC, project management methodologies, and testing frameworks.
• Exposure to tools such as workflow diagrams, feasibility studies, and data/process modeling.

Education & Certifications

• Bachelor’s degree in Business, Finance, Computer Science, or a related discipline.
• Professional designations such as MBA, CFA, CBAP, PMP, FRM, or DMS are considered strong assets.

Technical & Analytical Skills

• Strong analytical and problem-solving capabilities with attention to detail.
• Experience translating complex requirements into clear technical or process solutions.
• Skilled in creating and delivering professional presentations and documentation.
• Ability to handle multiple deliverables and competing priorities in a structured manner.

Soft Skills

• Excellent communication, interpersonal, and relationship management skills.
• Proactive, energetic, and adaptable — thrives in change and ambiguity.
• Strong negotiation and influencing abilities across technical and business audiences.
• Team-oriented with the confidence to operate independently when needed.

Nice-to-Have

• Accounting or operational experience within a capital markets environment.
• Global perspective on derivatives trading and operations.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or other non-merit factor. We are committed to creating a diverse and inclusive environment for all employees.