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Senior Project Manager​/Delivery Lead

Job in Toronto, Ontario, C6A, Canada
Listing for: S I Systems
Full Time position
Listed on 2026-02-10
Job specializations:
  • IT/Tech
    IT Project Manager
Salary/Wage Range or Industry Benchmark: 100000 - 130000 CAD Yearly CAD 100000.00 130000.00 YEAR
Job Description & How to Apply Below
Position: Senior Project Manager / Delivery Lead - 38862

Senior Project Manager / Delivery Lead - 38862

Hybrid: 2 days in-office (will increase to 4 days in future)

Contract Duration: ASAP to 12 months contract

Possibility of extension:
Yes, based on performance and business needs

Conversion to FTE:
May be, based on performance and business needs

Number of Positions: 1

Schedule

Hours:

9am-5pm Monday-Friday; standard 37.5 hrs/week

Story Behind the Need

Business group:
Cloud Engineering - The Cloud Engineering group is retiring an existing deployment platform and introducing a modernized solution to support cloud‑based application delivery. This initiative requires a full end‑to‑end migration, coordination across three engineering teams, and ongoing compliance oversight post‑migration.

Project:
The incoming Senior Project Manager / Delivery Lead will provide day‑to‑day leadership, ensuring visibility into all work streams, identifying the critical path, and enabling successful execution of a replacement CI/CD deployment pipeline. This role requires someone who can speak confidently about cloud deployment pipelines, technology lifecycle transitions, and hands‑on cloud project delivery.

Candidate Value Proposition

The successful candidate will join a top 5 Canadian bank and lead a high‑visibility, enterprise‑scale cloud modernization initiative within a dynamic environment.

Key Accountabilities Agile Project Management
  • Tracking projects through each phase of project lifecycle, facilitates scrum ceremonies
  • Work with all the dependent teams and prepare an execution plan
  • Working with various teams to achieve end‑to‑end project delivery
  • Ensure milestones are met and the project has gone through all approval gates
  • Document project status & assist team in maintaining information repositories
  • Maintain project risk tracker and communicate project risks to management
  • Prepare work back schedules, roadmap and capacity planning at a project level
  • Ensure a balance between team capacity and workload is kept in order to achieve a successful project delivery
  • Support app releases & rollout related activities
Communication &

Collaboration:

Stakeholder Management
  • Keep all stakeholders up to date on project status and roadblocks
  • Ability to set expectations with all stakeholders, execute and communicate accordingly
  • Identification of risks and issues that require DF leadership attention
  • Ability to articulate and clearly communicate complex problems and Solutions in a simple and logical manner following stakeholder field of expertise
  • Ability to work effectively with engineering Sr Managers when needed to remediate risk around project delivery.
  • Engage stakeholders (e.g. risk, legal, audit) as needed for consultation throughout the course of the project.
Communication &

Collaboration:

Scrum Master
  • Contribute to the productivity and happiness of the scrum team
  • Supporting project team members in challenging situations (resource / release challenges, cross‑team communication)
  • Introduce agile engineering best practices
  • Scheduling ad‑hoc meetings to solve for disagreements or ambiguities in order to reduce risk of jeopardizing milestones and or artifacts
  • Ease conversations and promote constructive attitude
  • Facilitate and ensure healthy communication between project team members
  • Scheduling and chairing scrum ceremonies.
  • Accountable for conducting regular retros and addressing team’s feedback
  • Monitor scrum team progress by preparing reports/charts
  • Understanding team strengths and weaknesses in order to improve each phase of the project lifecycle
  • Lead by example
Continuous Improvement
  • Providing feedback to help improving processes and tools
  • Working on aligning best practices across delivery team
  • Continuous improvement and learning from other delivery team members
  • Take active role on application audit related activities
  • Be able to adjust, learn and iterate frequently
Candidate Requirements / Must Have Skills
  • 8-10 years of experience as a Project Manager or related industry experience
  • 5+ years of experience with cloud technologies (GCP (preferred), Azure, AWS)
  • 5+ years of recent experience managing large-scale migration and infrastructure projects, ideally involving platform retirement or cloud re‑platforming.
  • 5–7 years of experience…
Position Requirements
10+ Years work experience
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