Senior Manager, Project Management

OCS Ontario Cannabis Store

$125K — $140K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Post-secondary education in relevant field or equivalent experience.
  • Formal project management certification (e.g., PMP, CSM, PMI-ACP).
  • 7+ years project management experience; 3+ years in a leadership role.
  • Experience with complex, cross-functional projects in regulated environments.
  • Strong knowledge of project management practices and governance frameworks.
  • Proficiency in project management tools like JIRA and Confluence.
  • Exceptional communication skills, including executive reporting.

Responsibilities

  • Lead and develop a team of Project Managers for strategic initiative delivery.
  • Partner with stakeholders to ensure effective project resourcing and oversight.
  • Establish and improve project management frameworks and tools.
  • Ensure enterprise standard adoption across business and technology teams.
  • Maintain relationships with stakeholders to support project outcomes.
  • Oversee project execution, focusing on coordination and risk management.
  • Manage project financials, including budgeting and analysis.

Benefits

  • Permanent, full-time role with a standard workweek of 36.25 hours.
  • Location in Toronto, ON, with rare travel requirements within the GTA.
  • Opportunity to lead and develop a team in a cross-functional environment.
Full Job Description
About the Role

We're currently looking for a Senior Manager, Project Management to join our Transformation Office 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.

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