Sr. Project Manager

Strategize it Inc.; Toronto, Winnipeg; Híbrido; CAD 120 000 - 160 000; Tempo integral

Resumo da oferta

Strategize it Inc. seeks a Sr. Project Manager to lead large, high-risk digital transformation initiatives across multiple workstreams in a hybrid Toronto/London/Winnipeg setting.

You will manage stakeholders, budgets, and schedules to deliver enterprise solutions on time and within scope. Requires 8+ years of experience in project leadership, strong PDLC knowledge, and ability to navigate ambiguity. Role reports to the Manager, Project Delivery, with potential for on-site collaboration with

Qualificações

• Minimum 8 years of experience managing large complex projects
• Experience leading digital transformation initiatives
• Mentoring project managers and fostering high-performing teams
• Experience delivering enterprise-scale outcomes
• Strong stakeholder management and communication skills

Responsabilidades

• Own end-to-end delivery of large, high-risk programs across multiple workstreams
• Lead cross-functional teams, manage budgets, risks, and schedules
• Engage senior stakeholders, influence decisions, and manage trade-offs
• Develop detailed project plans, RAID logs, cut-over plans and dashboards
• Ensure governance, PDLC compliance, and alignment with business objectives
• Mentor junior PMs and promote process improvements
• Collaborate with security, risk, and compliance teams for required artifacts

Conhecimentos

Stakeholder mgmt

Leadership

Change management

PDLC knowledge

Presentation & facilitation

Strategic thinking

Ambiguity management

Cross-functional teamwork

Formação académica

PMP or equivalent certification

PMI-PBA / PMI-ACP / CSM / SAFe Agilist asset

Ferramentas

MS Project

JIRA

Confluence

SharePoint

Descrição da oferta de emprego

Toronto, London, Winnipeg

One of our large clients is looking for a contract Sr.Project Manager, details are as below:

• Locationcity(s): Toronto, London, Winnipeg
  
• RoleTitle: Sr. Project Manager (8+ years)(CL17)
  
• WorkAllocation: 100%
  
• WorkStyle: Hybrid – 3 days/week in office
  
• Numberof Openings: 1
  
• AnticipatedStart Date: 4 weeks from the official offer day (Likely in late Feb~early March 2027)
  
• EndDate: 12 months from the start date
  
• Part-timeor Full-time: full-time
  
• Potentialconvert to permanent: No
  
• Contractorto work extra time or on-call: No
  
• EnhancedReliability Status: not required
  

The Senior Project Manager plays a critical role in leadinglarge, high-risk, multi-workstream digital transformation projects withsignificant business impact, within the Technology PMO, delivering innovativesolutions that modernize insurance benefits and operations while elevatingclient experience. This role combines strategic project leadership, stakeholderengagement, and change management to drive impactful outcomes across enterpriseplatforms and emerging technologies.

Working on the front line with our business partners,vendors, and other stakeholders, this role is highly visible and collaborativeto deliver initiatives on time and within budget. It is a professional rolethat combines strong Project Management, Business Relationship, and ChangeManagement skills to drive strategic outcomes and transformation. This rolereports to the Manager, Project Delivery, within the Workplace Benefits &Retirement portfolio.

• Accountable for end-to-end delivery of complexdigital initiatives, driving innovation and transformation while ensuringalignment with PDLC, governance standards, and organizational objectives
  
• Accountable for delivering business outcomes andensuring alignment with organizational objective.
  
• Partner with senior and executive stakeholdersto influence decisions and manage trade-offs
  
• Lead cross-functional teams through ambiguityand drives organizational change.
  
• Develop comprehensive project plans for large,complex initiatives with multiple workstreams, ensuring alignment with businessobjectives and governance standards, in partnership with internal and externalstakeholders and work with third-party vendors to integrate plans and aligndeliverables.
  
• Manage overall project governance includingstakeholder communication, meeting facilitation, documentation, resources,financials, scheduling, and status reporting.
  
• Perform qualitative and quantitative risk analysis and manages complex budgetsand forecasts.
  
• Develop detailed project plans, stakeholdermatrix, RAID logs, cut-over plans, and financial summaries and executivesteering presentations and dashboards, as required.
  
• Coordinates internal and external resources andmonitors deliverables.
  
• Monitor and track projects in internal systems;monitors resource usage vs. budget and prepares and updates cost plansregularly.
  
• Work proactively to resolve issues and mitigaterisks.
  
• Adjust plans and communication to achievedesired outcomes.
  
• Ensure project documentation is complete andcurrent.
  
• Conduct post-implementation reviews anddocuments lessons learned.
  
• Build and foster productive relationships withstakeholders.
  
• Collaborate with security, risk, and complianceteams for required assessments and artefacts and manages all technical projectrisks, ensuring compliance with established cyber and risk controls.
  
• Champion continuous improvement initiatives andparticipates in internal community of practice project management events anddevelopment opportunities.
  
• Mentor project managers and team members onprocesses and tools.
  
• Other duties as assigned.
  

Experience

• Minimum 8 years of experience managing largecomplex projects with multiple workstreams, including digital transformationinitiatives, software implementations, integrations, and data migration.
  
• Experience mentoring project managers andfostering high-performing teams.
  
• Experience delivering projects withenterprise-level impact.
  
• Strong track record of stakeholder managementand leading cross-functional teams to achieve project deliverables.
  

Skills

• Proven ability to lead large, complex projectsin a fast-paced, dynamic environment.
  
• Proven ability to influence senior leadershipand manage executive-level stakeholders, including communications andnegotiations.
  
• Ability to lead through ambiguity, driveorganizational change and simplify complex situations to deliver results undertight deadlines.
  
• Deep understanding of Project Delivery LifeCycle (PDLC) and governance frameworks.
  
• Strong presentation and facilitation skills,with confidence in formal speaking situations.
  
• Strategic thinking and decision-making.
  
• Ability to build and foster productiverelationships across internal and external stakeholders.
  
• Strong client-centric focus while balancingtechnology and business expectations.
  
• Results-driven, collaborative, and adaptable tochange.
  
• Ability to accommodate flexible schedules whenrequired
  
• Advanced knowledge of project managementmethodologies (Agile, Waterfall, Iterative) and tools (MS Project, JIRA,Confluence, SharePoint) is an asset
  

Certifications/Education

PMP or equivalent certification required;Agile/SAFe certifications considered an asset.

Relevant credentials such as PMI-PBA, AgileCertified Practitioner (PMI-ACP), Certified ScrumMaster (CSM), or SAFe Agilistconsidered an asset.