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About the Role

The Senior Manager, Project Management leads the project management function within the Transformation Office, providing people leadership to Project Managers and oversight of complex, cross-functional initiatives. The role is responsible for strengthening project delivery standards, governance, tools, and reporting practices to support consistent execution across the organization.

Responsibilities

• Lead and develop a team of Project Managers, ensuring the successful delivery of strategic initiatives across the organization.
• Partner with Program Managers to resource projects effectively and oversee delivery across project portfolios.
• Establish, maintain, and continuously improve project management frameworks, standards, tools, and delivery practices.
• Drive consistent adoption of enterprise project management standards and governance across business and technology teams.
• Build strong relationships with business leaders, technology partners, vendors, and project sponsors to support successful delivery outcomes.
• Ensure projects are appropriately scoped, planned, governed, and resourced, with clear objectives, benefits, timelines, and success measures.
• Provide oversight of project execution, ensuring effective coordination across workstreams, proactive risk management, and achievement of key milestones.
• Ensure disciplined project governance, including status reporting, RAID management, executive escalations, and decision tracking.
• Lead executive and Steering Committee reporting, providing clear visibility into project progress, risks, issues, financial performance, and required decisions.
• Oversee project financial management, including budgeting, forecasting, variance analysis, and resource planning.
• Ensure effective delivery coordination across business and technology teams, including deployment readiness, change management, and post-implementation stabilization.
• Manage vendor performance, contractual deliverables, and change control processes to support successful project outcomes.
• Ensure successful project closure, including sponsor sign-off, lessons learned, benefits realization, and continuous improvement activities.
• Coach and mentor Project Managers, building organizational project management capability and supporting career development.
• Foster a culture of accountability, collaboration, innovation, and continuous improvement, while facilitating constructive resolution of project challenges and competing priorities.

Requirements

• Post-secondary education in Business Administration, Engineering, Project Management, or a related field, or an equivalent combination of education and experience.
• Formal project management training and/or a recognized certification (e.g., PMP, CSM, PMI-ACP).
• 7+ years of project management experience, including at least 3 years leading projects and project teams.
• Experience delivering complex, cross-functional initiatives in retail or other large, regulated environments such as banking, telecommunications, healthcare, or the public sector.
• Experience working in a matrixed delivery environment, coordinating resources, priorities, and decision-making across multiple teams and stakeholders.
• Demonstrated success delivering projects involving multiple workstreams, including technology, process transformation, organizational change, and data/reporting.
• Proven ability to build relationships, influence stakeholders, and lead cross-functional teams across business and technology functions.
• Experience managing project financials, including budgeting, forecasting, variance analysis, and financial reporting.
• Exceptional communication and facilitation skills, with the ability to prepare executive-level presentations, lead discussions, manage competing priorities, and support decision-making.
• Consulting or professional services experience, and experience leading initiatives spanning technology, process, organizational change, and data workstreams, are considered assets.

Skills

• Project Management
• Program Management
• Portfolio Management
• Governance Frameworks
• Delivery Methodologies
• Relationship Building
• Stakeholder Influence
• Cross-functional Team Leadership
• Financial Management
• Budgeting
• Forecasting
• Variance Analysis
• Financial Reporting
• Communication
• Facilitation
• Executive Presentations
• JIRA
• Confluence
• Project Reporting Platforms
• Portfolio Management Platforms

Location

• Toronto, ON

Work Type

• Permanent
• Full-Time

Experience Level

• Senior Manager
• 7+ years of project management experience
• 3+ years leading projects and project teams

Education Level

• Post-secondary education in Business Administration, Engineering, Project Management, or a related field
• Formal project management training and/or a recognized certification (e.g., PMP, CSM, PMI-ACP)

Salary/Compensations

• $125,000 - $140,000

About the Company

• The Ontario Cannabis Store provides safe, responsible access to recreational cannabis for adults 19 and older.
• Operates the sole legal online store for recreational cannabis in Ontario.
• Provincial wholesaler of cannabis for private retail stores.
• An agile start-up in a ground-breaking new industry.
• A diverse team passionate about delivering a great customer experience.
• An inclusive organization that understands that delivering great results comes out of ensuring every voice is heard.

Equal Opportunity

• We are committed to providing an accessible, equitable and inclusive candidate and employee experience.
• We provide reasonable accommodation throughout the recruitment process and in employment.
• If you require an accommodation, please let us know, we will work with you to meet your needs.