We are currently requesting resumes for the following position: Senior Project Manager – IT Programs & Delivery
Resume Due Date: Friday, May 1st, 2026 (5:00PM EST)
Number of Vacancies: 1
Duration: 12 Months
Hours of work: 35 Hours
Location: Oshawa, ON- CHQ (Hybrid – 2 days remote)
Job Overview
- The Senior Project Manager (Contract) will lead a portfolio of IT initiatives and oversee multiple Project Managers to ensure projects are planned, governed, and delivered successfully.
- This role is highly hands-on: you’ll provide active coaching and “PM enablement” (as needed) to keep projects on track—removing blockers, strengthening execution, and ensuring consistent delivery practices across the program.
- You’ll manage complex workstreams such as application development, legacy application migrations to modern platforms, and data migration efforts.
- The ideal candidate is a well-rounded IT program leader who can work effectively across applications, data, and infrastructure teams—and who can manage budgets, forecasts, and resource plans with discipline.
Program & Portfolio Leadership
- Own end-to-end delivery for a portfolio of IT projects, ensuring alignment to business objectives, scope, schedule, and quality.
- Establish and maintain program governance: cadence, status reporting, RAID (Risks/Assumptions/Issues/Dependencies), decision logs, and executive updates.
- Drive cross-project dependency management and integrated planning across multiple teams and vendors.
Project Manager Leadership & Coaching
- Support Project Managers (contract and/or internal), setting expectations and ensuring consistent project controls.
- Provide hands-on guidance (“hand-holding” when needed) to strengthen PM execution—planning, stakeholder management, schedule discipline, and risk management.
- Standardize project delivery practices, templates, and reporting to improve predictability and transparency.
IT Delivery (Apps, Migration, Data)
- Lead programs involving: Application development / SDLC delivery (Agile, hybrid, or waterfall)
- Legacy application modernization and migration to new platforms/systems
- Data migration planning and execution (mapping, cleansing, validation, reconciliation, cutover)
- Partner with architecture, infrastructure, security, and operations to ensure environment readiness, performance, reliability, and supportability.
- Commissioning the project
Financial & Resource Management
- Build and manage program budgets, forecasts, and burn rates; track actuals vs. plan and drive corrective actions.
- Follow the Project Control Office direction and processes in managing the project financials
- Manage resource planning across workstreams (internal teams, contractors, vendors), including capacity, allocation, and onboarding/offboarding.
- Support procurement activities (e.g., SOW review, vendor coordination) as applicable.
Stakeholder & Executive Communication
- Serve as the primary point of contact for program health, timeline, risks, and decisions.
- Produce crisp, action-oriented updates for leadership; escalate issues with recommended options and impacts.
- Facilitate steering committees and key decision forums.
Qualifications
- 8+ years of progressive experience in IT project/program management, including leading multiple concurrent initiatives.
- Demonstrated experience managing Project Managers (directly or via dotted-line) and improving delivery execution through coaching and governance.
- Proven delivery experience in at least two of the following: Application development / systems implementation
- Legacy application migration/modernization
- Data migration (planning, execution, validation, cutover)
- Strong working knowledge of IT domains (applications, data, and at least foundational infrastructure concepts).
- Solid financial management experience: budgets, forecasts, vendor spend tracking, and resource planning.
- Excellent communication skills: executive-level status reporting, facilitation, and stakeholder management.
- Strong command of delivery fundamentals: schedules, critical path, RAID management, dependency mapping, change control.
Our client is dedicated to promoting employment equity and encourages applications from equity-seeking communities including but not limited to: Indigenous Peoples, racialized individuals, persons with disabilities, and women. Our client aims to build a diverse team that reflects the communities it serves, enhancing its ability to meet their needs. We are committed to an inclusive and accessible work environment and invites all qualified individuals to apply, offering accommodations during the application, interview and onboarding process as needed. This effort supports the client’s long-term strategy for equity, diversity, and inclusion.
Looking for meaningful work? We can help
Raise is an established hiring firm with over 65 years of experience. We believe strongly in making the world a better place through work, which is why we’re a certified B Corporation and donate 10% of our profits to charity.
We strive to build teams that reflect the diversity of the communities we work in. We encourage all qualified applicants to apply, including people from traditionally underrepresented groups such as women, visible minorities, Indigenous peoples, people identifying as LGBTQ2SI, veterans, and people with visible/nonvisible disabilities.
We have a dedicated webpage for accommodations where you can learn more about what we offer, and request accommodation: https://raise.jobs/accommodations/
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