Senior Project Manager– Transportation, Toronto

Senior Project Manager– Transportation (Part Time)

Pay Rate: (flexible)

Location: Toronto ON

Contract Length: 2 years

We at Raise are hiring right now for one of our Government Sector Clients.

Responsibilities

Lead end-to-end project management activities, including scope, schedule, budget, resourcing, and communications

Manage and deliver all project artifacts in accordance with the ITS Project Management Framework

Develop and maintain project plans, schedules, WBS, resource plans, and cost management plans, including bottom-up estimates

Provide regular and ad-hoc project status, performance, budget, and risk reporting

Support the Director with financial forecasting, actuals tracking, and resource allocation

Conduct risk and issue management, including assessments, mitigation strategies, and reporting

Plan, schedule, and manage project deliverables, milestones, and gating activities

Provide leadership and direction to cross-functional project teams, consultants, and vendors

Coordinate staffing, work plans, and resource assignments across project phases

Implement project communication and stakeholder engagement plans

Support production operations, system issues, and user training during rollout

Ensure data accuracy, quality, and integrity across all project documentation

Complete project closeout activities and required documentation

Collaborate with ITS PMO and participate in governance, portfolio reviews, and budget processes

Mandatory Skills

Must hold current Project Management Professional (PMP) certification from PMI

15+ years’ experience in managing technology components of major transportation projects

Post‑secondary education in the related discipline

Other Skills

Proven delivery of at least five multi‑year, highly complex, cross‑functional initiatives

Demonstrated experience managing cross‑functional projects involving technology teams, business stakeholders, and large vendors with established relationships

Proven ability to plan and deliver projects in accordance with approved schedules, project plans, funding processes, and staffing requirements

Experience managing multi‑phased projects and leading diverse teams within a functional matrix environment

Comprehensive knowledge of project management principles and practices, including work scheduling and resource allocation

Advanced proficiency with MS Project/POL, including development and maintenance of detailed project schedules

Experience managing multiple vendors concurrently

Fifteen or more years of progressively responsible IT experience, with a strong focus on business problem‑solving

Experience using SharePoint as a document repository and proficiency with the MS Office Suite

Sound knowledge of business administration, financial management, human resources policies, and applicable legislation and regulations (e.g., safety, human rights, employment)

Demonstrated ability to manage multidisciplinary teams, resolve complex issues, and maintain effective working relationships

Knowledge of, or ability to rapidly acquire knowledge of, the Ontario Human Rights Code and related orders, including disability accommodation and accessibility requirements for passengers and employees

Excellent written and verbal communication skills

Deliverables

Governance, project initiation, and lifecycle documentation

Procurement support in accordance with ITS approvals and guidelines

Stakeholder engagement and project communications deliverables

Day‑to‑day management and oversight of project scope, schedule, budget, resourcing, and communications

Project plans and artifacts in alignment with the ITS Project Management Framework, including schedules, status reports, and risk/issue logs

Development and maintenance of WBS, resource plans, project management plans, and cost management plans (including bottom‑up estimates)

Regular and ad‑hoc project, performance, risk, and budget reporting, including Steering Committee materials

Financial reporting support to the Director, Project Management (planned vs. actuals, forecasting, time‑based costing, and resource allocation)

Change management deliverables supporting digital transformation

Project closeout documentation and other required project records

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