Senior Manager, Project Management

About Us
The Ontario Cannabis Store provides safe, responsible access to recreational cannabis for adults 19 and older. We operate the sole legal online store for recreational cannabis in Ontario and are the provincial wholesaler of cannabis for private retail stores.
Working at the OCS is a unique opportunity to be part of an agile start-up in a ground-breaking new industry. We’re a diverse team passionate about delivering a great customer experience, working together with mutual respect and building value out of our differences. We’re an inclusive organization that understands that delivering great results comes out of ensuring every voice is heard.
About the Role
We’re currently looking for a Senior Manager, Project Management to join our Strategic Planning & Transformation Team team.
​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. Working closely with Program Managers, sponsors, business teams, technology partners, and vendors, the Senior Manager ensures projects are planned, resourced, monitored, and delivered in alignment with approved scope, timelines, budgets, and organizational priorities. The role also coaches and develops project management talent while promoting disciplined delivery, risk management, and continuous improvement.​

About Your Day

​​​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.

About You

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.
Strong knowledge of project, program, and portfolio management practices, governance frameworks, and delivery methodologies.
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.
Proficiency with project management and collaboration tools, including JIRA, Confluence, and project reporting or portfolio management platforms.
Consulting or professional services experience, and experience leading initiatives spanning technology, process, organizational change, and data workstreams, are considered assets.

About the Job

Location: Toronto, ON near York Mills and Yonge Street
Hours of Work: 36.25 a week
Employment Type: Permanent, Full-Time
Required Travel: Rare, usually within the GTA

Compensation
The target hiring range for this position is $125,000 - $140,000. This is a pay grade 8 role. Placement in the salary range will be based on factors such as market conditions, internal equity, and candidate experience, skills, and qualifications relevant to the role.
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.