Senior Manager, Project Delivery & Transformation

OCS; Toronto; On-site; CAD 125,000 - 140,000; Full time

Job summary

Ontario Cannabis Store seeks a Senior Manager, Project Management to lead the project management function within the Transformation Office. You will coach Project Managers, govern cross-functional initiatives, and raise delivery standards across scope, budgets, and timelines.

You will partner with Program Managers, sponsors, and vendors to ensure disciplined delivery and continuous improvement, while guiding executive reporting and strategic alignment.

Qualifications

• Post-secondary education in Business Administration, Engineering, Project Management, or related field.
• Formal project management training and/or a recognized certification (PMP, CSM, PMI-ACP).
• 7+ years of project management experience, including at least 3 years leading projects and teams.
• Experience delivering complex, cross-functional initiatives in regulated environments (retail, banking, telecom, healthcare, public sector).
• Experience in a matrixed delivery environment coordinating resources and priorities across multiple teams.
• Proven ability to manage multiple workstreams involving technology, process transformation, and data reporting.
• Strong knowledge of governance frameworks and delivery methodologies.
• Excellent communication and ability to present to executives; influence stakeholders.

Responsibilities

• Lead and develop a team of Project Managers, ensuring successful delivery of strategic initiatives.
• Partner with Program Managers to resource projects and oversee portfolio delivery.
• Establish and improve project management frameworks, standards, tools, and delivery practices.
• Drive enterprise project management standards and governance across business and technology teams.
• Build relationships with business leaders, technology partners, vendors, and sponsors.
• Ensure projects are scoped, planned, governed, and resourced with clear benefits and timelines.
• Oversee execution with proactive risk management and milestone achievement.
• Maintain disciplined governance with status reporting, RAID, escalations, and decisions.
• Lead executive and Steering Committee reporting on progress, risks, and financials.
• Oversee project financial management including budgeting, forecasting, and variance analysis.
• Coordinate delivery across teams, including deployment readiness and change management.
• Manage vendor performance, contractual deliverables, and change control processes.
• Ensure project closure with sponsor sign-off, lessons learned, and benefits realization.
• Coach and mentor Project Managers to build organizational PM capability.

Skills

Leadership

Stakeholder management

Governance

Risk management

Executive communication

Cross-functional collaboration

Change management

Vendor and sponsor relations

Education

Business/Engineering/PM degree

Tools

JIRA

Confluence

PM platforms

Job description

Ontario Cannabis Store seeks a Senior Manager, Project Management to lead the project management function within the Transformation Office. You will coach Project Managers, govern cross-functional initiatives, and raise delivery standards across scope, budgets, and timelines.

You will partner with Program Managers, sponsors, and vendors to ensure disciplined delivery and continuous improvement, while guiding executive reporting and strategic alignment.