Remote Source

    (Canada) Principal Program Manager

    Mississauga
    Full-Time
    Senior (7+ yrs)
    Operations & Project Management
    Posted on February 26, 2026
    Position Summary:
    Reporting to the Director, Portfolio Management, you will act as the primary client liaison to lead the implementation of projects and program workstreams within the Strategic Delivery Office of PointClickCare. You will support multi-year enterprise transformation programs and/or individual projects governed by the SDO, ensuring alignment with transformation strategy and portfolio-level objectives. This role will be responsible for managing both standalone projects and workstreams embedded within larger transformation programs, requiring strong collaboration with Program Directors, Business stakeholders, OCM partners, PO’s and Enterprise Architecture teams.
    Key Responsibilities:
  1. Enterprise Project & Program Delivery Leadership
  2. Own end-to-end delivery of complex projects and embedded workstreams within enterprise transformation programs:
  3. Act as primary client liaison for SDO-governed projects and programs
  4. Lead standalone projects and workstreams within multi-year, cross-functional transformation programs
  5. Ensure alignment with transformation strategy, portfolio objectives, and program roadmaps
  6. Maintain momentum, cohesion, and clear ownership across all workstreams
  7. Manage day-to-day operational execution, including task definition and resource allocation
  8. Participate in integrated planning rhythms across SDO programs
  9. Governance, Planning & Financial Management
  10. Apply PMO best practices to deliver projects on time, on budget, and in alignment with SDO governance standards:
  11. Develop and maintain project plans using PMO methodologies tailored to stakeholder needs
  12. Ensure adherence to SDO intake, prioritization, governance, and reporting standards
  13. Manage project scope, budget, timelines, and resourcing
  14. Assess and manage scope changes, including impact analysis on budget, schedule, and capacity
  15. Drive benefits realization by ensuring scope and solutions align to intended business outcomes
  16. Stakeholder, Executive & Vendor Management
  17. Enable informed decision-making through strong stakeholder engagement, executive communication, and vendor oversight:
  18. Communicate project status, milestones, budget tracking, and risks to executive sponsors and business stakeholders
  19. Own escalation and change control processes, ensuring timely resolution
  20. Prepare and maintain all project management reports using SDO-standard formats
  21. Contribute to portfolio dashboards and integrated program reporting
  22. Coordinate with vendors from SOW development through delivery
  23. Manage vendor onboarding, accountability to contract, deliverables, and timelines
  24. Lead vendor calls and maintains productive vendor relationships
  25. Risk, Change & Data-Driven Decision Management
  26. Proactively manage risk, change, and delivery insights to protect outcomes and enable adoption:
  27. Identify, assess, and manage project risks and issues with appropriate urgency
  28. Facilitate problem-solving by bringing the right stakeholders together and driving closure
  29. Own accountability for decision-making at the appropriate organizational level
  30. Integrate Organizational Change Management into project planning
  31. Partner with Program Change Directors on readiness, impacts, communications, adoption, and collision risks
  32. Leverage data-driven metrics and AI-enabled insights for forecasting, risk identification, and stakeholder communication
  33. PMO Capability Building & Organizational Contribution
  34. Strengthen enterprise delivery maturity through PMO capability development and continuous improvement:
  35. Build deep understanding of business functions and technical needs
  36. Foster growth of project management capabilities within the PMO
  37. Share best practices, tools, and lessons learned across teams
  38. Contribute to the overall goals and objectives of the Project Management Office
  39. Support adoption of project metrics, dashboards, and AI-assisted delivery tools
  40. Required Skills & Experience:
  41. Experience:
  42. 5–10 years of professional project management experience in complex environments
  43. Demonstrated experience leading agile projects or programs end‑to‑end, including scope, schedule, budget, and resources
  44. Experience working in matrixed organizations with cross‑functional teams and shared accountability
  45. Proven experience managing project risks, issues, dependencies, and escalations
  46. Core Skills & Capabilities:
  47. Strong project planning and execution using PMO best practices and governance standards
  48. Ability to manage scope changes and clearly communicate impacts to budget, schedule, and resourcing
  49. Excellent stakeholder and executive communication skills, including status reporting and escalation management
  50. Strong analytical and problem‑solving skills, including basic root cause analysis
  51. High attention to detail, organization, and time management
  52. Proven experience delivering agile and waterfall projects and programs/initiatives
  53. Tools & Ways of Working:
  54. Proficiency with project management and productivity tools (e.g., MS Office, JIRA, Aha! or similar)
  55. Experience gathering, analyzing, and reporting project metrics and dashboards
  56. Comfort working in data‑driven environments and interpreting metrics to inform decisions
  57. Experience working with AI‑assisted delivery, forecasting, or analytics tools
  58. Strong business acumen with the confidence to drive accountability and decision ownership at senior levels
  59. Preferred Experience:
  60. Experience managing projects in one or more of the following areas:
  61. Enterprise-wide transformation programs
  62. Technology modernization projects
  63. Multi-vendor delivery projects
  64. Cross-functional multi-team delivery initiatives
  65. Experience delivering workstreams within enterprise‑wide, multi‑year transformation programs
  66. Experience supporting digital transformation, enterprise information management, or Corporate Data Office initiatives
  67. Experience partnering with Organizational Change Management (OCM) teams to manage readiness, adoption, and change impacts
  68. Demonstrated ability to integrate change management activities into project delivery
  69. PMP, Agile, or equivalent certification preferred
  70. Apply for this position

    Company:  PointClickCare

    Healthcare software provider for long-term and post-acute care.
    1001-5000 employees
    Healthcare & Life Sciences
    HQ: United States