Sr. Project Manager
Cleo Consulting
Assignment: RQ00785 - Project Manager/Leader - Senior
Requisition: RQ00785
Job Title: Sr. Project Manager for Patients Before Paperwork (Pb4P)
Client: Ontario Health
Start Date: 2026-10-19
End Date: 2027-03-31
Department: Acute and Hospital-Based Care
Office Location: 525 University Avenue, Toronto
Business Days: 156.00
Location: Up to 3 days onsite (subject to HM's discretion)
Public Sector Experience: Preferred
Must Haves:
- 7-10 years of progressive project management experience leading complex, cross-functional projects and strategic initiatives in large organizations.
- Advanced project and program management expertise, including planning, scheduling, governance, risk and issue management, dependency management, resource coordination, and delivery oversight.
- Strong stakeholder management and collaboration skills, with experience working across executive leadership, operational teams, external partners, vendors, and multidisciplinary teams.
- Exceptional communication and reporting skills, including the development of executive briefings, presentations, status reports, dashboards, governance materials, operating plans, roadmaps, and strategic planning documents.
Description
- The Agency's Customer Experience Team advances customer experience (CX), user experience (UX), service design, experience measurement, customer insights, and Voice of Customer (VoC) activities that support the Agency's digital transformation priorities. Working across programs and initiatives, the team helps improve the experiences of patients, caregivers, providers, and partners by supporting the transition to more connected, digital-first healthcare services and driving adoption, usability, and continuous improvement.
- To support the Patients Before Paperwork (Pb4P) portfolio, we are seeking a Senior Project Manager to provide leadership and coordination for CX, UX, and VoC initiatives. The role is responsible for planning, coordinating, and overseeing operating plans, implementation roadmaps, workback schedules, governance activities, stakeholder engagement, executive reporting, procurement and vendor management, and strategic initiatives. The Senior Project Manager will manage complex cross-functional projects, risks, dependencies, timelines, resources, budgets, and deliverables while coordinating activities across internal teams, external partners, vendors, and leadership stakeholders. This role is critical to enabling the successful delivery of Pb4P priorities by supporting project planning, governance, partner alignment, and execution, ensuring initiatives remain aligned with organizational objectives and informed by customer and user insights throughout the project lifecycle.
Required:
- Project & Program Management Expertise
- Extensive experience leading complex projects and strategic initiatives from planning through implementation and evaluation. Proven ability to develop operating plans, implementation roadmaps, governance structures, workback schedules, and executive reporting while managing scope, risks, dependencies, budgets, resources, and deliverables in complex, multi-stakeholder environments.
- Procurement, Vendor & Contract Management
- Experience in procurement activities, consulting engagements, overseeing contract deliverables, and coordinating partners to ensure alignment with organizational objectives, timelines, budgets, and performance expectations.
- Executive Communication & Stakeholder Management
- Exceptional verbal and written communication skills with proven ability to build trusted relationships across internal teams, external partners, vendors, and senior leadership. Experience developing executive briefings, presentations, business cases, status reports, and recommendations that support informed decision-making.
- Strategic Planning & Business Acumen
- Demonstrated ability to translate organizational priorities into actionable plans, measurable outcomes, and implementation strategies. Experience aligning project delivery with broader business objectives, digital transformation priorities, and organizational change initiatives.
- Governance, Leadership & Collaboration
- Proven ability to lead and coordinate cross-functional teams, facilitate governance and decision-making processes, drive stakeholder alignment, and build consensus across diverse groups while navigating competing priorities.
- Risk, Dependency & Change Management
- Experience identifying and managing risks, issues, dependencies, and organizational impacts across multiple concurrent initiatives. Knowledge of change management principles and experience supporting stakeholder readiness, adoption, and successful implementation.
- Planning, Organization & Delivery Excellence
- Highly organized and results-oriented, with the ability to manage multiple priorities, competing deadlines, and complex workstreams while maintaining a focus on quality, accountability, and successful delivery.
- Digital Transformation & Healthcare Experience
- Experience supporting large-scale digital transformation, process modernization, or workflow improvement initiatives. Experience within healthcare or other complex public-sector environments, including initiatives that improve service delivery, reduce administrative burden, and support digital adoption, is strongly preferred.
- Experience Requirement
- 7-10 years of progressive project or program management experience leading complex, cross-functional initiatives involving multiple stakeholders, vendors, and governance bodies.
Responsibilities:
- Strategic Planning & Operating Management
- Lead the development, maintenance, and reporting of operating plans, roadmaps, implementation plans, workback schedules, milestones, dependencies, and delivery plans that support organizational priorities and digital transformation initiatives.
- Project, Program & Portfolio Delivery
- Coordinate and oversee multiple concurrent initiatives, ensuring alignment across projects, teams, and stakeholders. Monitor progress, deliverables, timelines, risks, dependencies, and outcomes to support successful delivery and benefits realization.
- Executive Reporting & Leadership Updates
- Develop executive reports, dashboards, presentations, briefing notes, and status updates. Collect, synthesize, and communicate progress, priorities, risks, issues, dependencies, and key decisions from project teams and leaders to support informed decision-making.
- Governance, Meetings & Decision Support
- Lead governance and project management forums, including agenda development, meeting facilitation, action and decision tracking, issue escalation, and follow-up activities. Coordinate discussions on priorities, risks, dependencies, and mitigation strategies.
- Stakeholder Engagement & Cross-Functional Coordination
- Facilitate collaboration across internal teams, external partners, vendors, clinicians, and health system stakeholders. Coordinate engagement activities and communications to ensure alignment on priorities, deliverables, and organizational objectives.
- Procurement, Vendor & Contract Management
- Facilitate procurement activities, vendor and consultant engagements, contract management, deliverable tracking, and performance oversight to ensure compliance and successful project outcomes.
- Risk, Issue, Dependency & Change Management
- Identify, assess, monitor, and mitigate project risks, issues, dependencies, and organizational impacts. Develop mitigation plans, escalate concerns as required, and support stakeholder readiness and adoption.
- Performance Measurement, Continuous Improvement & Project Close-Out
- Coordinate performance reporting, dashboard development, project documentation, lessons learned, knowledge transfer, project closure activities, and benefits realization assessments to support continuous improvement and operational excellence.
Desired Skills:
- PMP, Agile, Scrum, or other recognized project management certification.
- Experience leading complex projects, programs, or transformation initiatives within healthcare, digital health or similarly complex environments.
- Experience developing and managing operating plans, implementation roadmaps, governance processes, executive reporting, and performance reporting.
- Experience supporting executive leadership, steering committees, governance bodies, and Ministry-facing reporting.
- Strong stakeholder engagement and facilitation skills, with experience coordinating cross-functional teams, vendors, clinicians, and external partners.
- Procurement, vendor, and contract management experience.
- Change management and organizational readiness experience.
- Experience with performance measurement, dashboards, metrics, and data-driven reporting.
- Experience leveraging Microsoft 365 Copilot and AI-enabled productivity tools to support project planning, reporting, meeting management, documentation, analysis, and executive communications.
Required Skills:
- 7-10 years of progressive project management experience leading complex, cross-functional projects and strategic initiatives in large organizations.
- Advanced project and program management expertise, including planning, scheduling, governance, risk and issue management, dependency management, resource coordination, and delivery oversight.
- Strong stakeholder management and collaboration skills, with experience working across executive leadership, operational teams, external partners, vendors, and multidisciplinary teams.
- Exceptional communication and reporting skills, including the development of executive briefings, presentations, status reports, dashboards, governance materials, operating plans, roadmaps, and strategic planning documents.
- Experience supporting executive, governance, and Ministry reporting, with the ability to synthesize complex information into clear insights and recommendations.
- Demonstrated ability to manage multiple concurrent initiatives, competing priorities, and deliverables in fast-paced, complex environments.
- Experience facilitating procurement, vendor, and contract management activities, including coordinating requirements, deliverables, timelines, and stakeholder engagement.
- Strong analytical and problem-solving skills, with experience assessing risks, developing mitigation strategies, and supporting decision-making.
- Experience facilitating governance forums, meetings, workshops, and working groups, including tracking actions, decisions, issues, and follow-up activities.
- Advanced proficiency with Microsoft 365 tools, including PowerPoint, Excel, Word, Teams, SharePoint, and Copilot.
Required Experience:
- Project & Program Management Experience
- 7+ years of project/program management experience
- Experience leading complex, cross-functional initiatives
- Experience managing project plans, timelines, risks, issues, dependencies, resources, and deliverables
- Strategic Planning, Governance & Reporting
- Experience developing operating plans, implementation plans, roadmaps, workback schedules, and governance materials
- Experience preparing executive briefings, presentations, dashboards, status reports, and reporting packages for senior leadership and governance committees
- Procurement, Vendor & Contract Management
- Experience leading procurement activities, facilitating vendors/consultants activities, and overseeing contract deliverables
- Experience coordinating external partners and managing project-related procurement processes
- Delivery Coordination & Multi-Project Management
- Demonstrated experience coordinating multiple concurrent initiatives and competing priorities
- Experience supporting implementation, operational planning, performance reporting, and project delivery activities
Deliverables
- Deliverables Include (Deliverables resource is responsible for):
- Reporting & Executive Communications
- Prepare and maintain recurring reporting, dashboards, briefing notes, presentations, and status updates for team, Director, Executive, SLT, governance, and Ministry audiences.
- Operating Plans & Roadmaps
- Develop and maintain operating plans, implementation roadmaps, workback schedules, milestones, and resource plans.
- Vendor & Procurement Management
- Facilitate procurement activities, vendor onboarding, contract administration, deliverable tracking, invoice review, and vendor performance management.
- Governance Coordination
- Coordinate governance and leadership forums, including agendas, action logs, decision tracking, issue escalation, and follow-up activities.
- Project, Risk & Budget Management
- Maintain project plans, budgets, RAID logs, dependency trackers, implementation schedules, and mitigation plans.
- Stakeholder & Partner Coordination
- Coordinate activities across internal teams, external partners, vendors, and leadership to ensure alignment on priorities, timelines, and deliverables.
- Portfolio Planning & Performance Tracking
- Support portfolio planning, prioritization, KPI tracking, performance reporting, benefits realization, and continuous improvement activities.
Additional Terms
- The term of this Engagement Assignment is for 156 Business Days, with an option to extend for up to an additional 254 days at the Agency's discretion. The Engagement Assignment may be extended for unused Business Days at the Agency's discretion.
- The resource will comply with the Agency's policies and procedures.
- The resource will be issued an Agency laptop and is expected to provide at least one additional monitor, an external keyboard and a mouse at their own expense. In addition, when the resource is working from their home location they must have a private office space and are not permitted to work in an open communal space. Internet connection must be hard-wired and suitable bandwidth to support the IT requirements of this role. If these conditions cannot be met within their home office space, the resource will transition to full time in office, and the hybrid option will no longer be available.
- The Agency systems cannot be accessed from outside the province of Ontario, and Agency assets including laptops and related equipment cannot be removed from the province of Ontario, without prior written approval from the Agency.
- Assignment Type: This position is currently listed as "Hybrid". The resource under this request will be required to work onsite as per Hiring Manager sole discretion.
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