Scrum Master

Location: Toronto or Waterloo, Ontario

Work Model: Hybrid – Onsite Tuesday to Thursday

Contract Duration: January 2027 – December 2027

Experience: 5–7 Years

Position Overview

We are seeking an experienced IT Scrum Master to support a large-scale technology transformation initiative within the Canadian investment and wealth management industry.

The project involves transitioning between technology platforms and implementing a new vendor solution. The successful candidate will work closely with business stakeholders, IT teams, technology partners, and external vendors to coordinate implementation activities and drive the execution of several major project deliverables.

This role requires a strong Agile delivery background, with the ability to operate in a hybrid Agile and Waterfall environment. The individual will facilitate Scrum practices, coordinate cross-functional teams, manage dependencies, and ensure successful execution of platform implementation, conversion, and decommissioning activities.

The ideal candidate is a strong communicator who can bridge business and technology teams, manage competing priorities, and drive delivery in a complex transformation environment.

Key Responsibilities

• Support end-to-end delivery of a large-scale platform transformation and replatforming initiative.
• Facilitate Agile/Scrum ceremonies, including sprint planning, daily stand-ups, sprint reviews, and retrospectives.
• Coordinate three to four major project deliverables, ensuring milestones, dependencies, and timelines are managed effectively.
• Work closely with business stakeholders and IT teams to align priorities, requirements, and delivery expectations.
• Coordinate implementation execution, platform conversion, migration activities, and legacy system decommissioning.
• Partner with external vendors and technology teams to monitor deliverables, resolve issues, and manage dependencies.
• Maintain project plans, sprint backlogs, RAID logs, status reports, and delivery dashboards.
• Track project progress, identify risks and issues, and proactively escalate roadblocks.
• Support both Agile and Waterfall project management activities as required.
• Facilitate stakeholder discussions and provide clear project updates to business and technology leadership.
• Promote accountability, collaboration, and continuous improvement across delivery teams.

Required Qualifications

• 5–7 years of experience in IT project management, Scrum Master, or technology delivery roles.
• Strong hands-on experience with Agile and Scrum methodologies within IT environments.
• Experience coordinating enterprise technology implementations, platform transformations, or replatforming initiatives.
• Experience working with business stakeholders, technology teams, and external vendors.
• Understanding of platform migration, implementation, conversion, and system decommissioning activities.
• Experience managing multiple workstreams, deliverables, dependencies, and project milestones.
• Working knowledge of Waterfall project delivery and the ability to operate in hybrid delivery environments.
• Hands-on experience with Jira and Agile project management tools.
• Strong project governance, risk management, and delivery reporting capabilities.
• Excellent verbal and written communication, facilitation, and stakeholder management skills.

Preferred Qualifications

• Experience within the Canadian investment management, wealth management, or financial services industry.
• Experience supporting private wealth or investment platform transformation initiatives.
• Experience coordinating vendor transitions and enterprise platform implementations.
• PMP, Certified ScrumMaster (CSM), PMI-ACP, or SAFe certification.

Ideal Candidate Profile

The ideal candidate is an IT-focused Scrum Master / Project Manager who combines strong Agile delivery experience with practical project execution capabilities. They should be comfortable working closely with business and technology teams, coordinating vendor-led implementations, and managing multiple deliverables through platform conversion and decommissioning.

Strong communication, organization, and the ability to drive progress without direct authority are essential.

Interview Process

• Two interview rounds.
• Both interviews will be virtual.
• Approximately 45 minutes per interview.
• One interview will focus on the IT/technology delivery team.