Senior Program Manager

Stride proudly partners with foundations and not-for-profit organizations to raise critical funds through professionally managed lottery programs. Our work helps generate millions of dollars annually in support of life-changing healthcare initiatives, groundbreaking research, and essential community services across Canada. By combining strategic insight, operational excellence, and a deep commitment to our clients’ missions, we help deliver high-impact results that make a real difference in the lives of Canadians.

Position Overview

In this highly visible, client-facing role, you will support the successful delivery of client programs, operational initiatives, and strategic projects across the organization. You are proactive, highly organized, and solutions-oriented, with a strong ability to coordinate complex initiatives, improve execution, and support high-quality client delivery in a growing organization.

You will also help strengthen internal workflows, accountability, communication, and cross-functional coordination. You will report directly to senior leadership and work closely with department leaders across marketing, technology, finance, operations, customer service, and compliance. This role offers significant ownership and autonomy across multiple concurrent initiatives and evolving processes.

Day To Day:

Client Delivery & Coordination

• Support client programs, launches, and operational initiatives from planning through execution

• Build strong working relationships with client stakeholders and partners

• Lead client meetings, implementation discussions, status reviews, and issue resolution

• Manage timelines, deliverables, communication, and project coordination across client-facing work

• Respond to client questions promptly and maintain clear, professional communication

• Translate client objectives into actionable operational plans and internal priorities

Program & Project Management

• Manage multiple concurrent projects and ongoing operational programs from planning through execution

• Maintain project plans, timelines, dependencies, trackers, and delivery schedules

• Coordinate execution across internal teams and external vendors

• Keep priorities and deliverables on track across stakeholders

• Anticipate blockers, identify risks early, and support solutions

• Support readiness for launches, campaigns, and recurring program cycles

Systems, Process & Operational Improvement

• Help build and scale internal workflows, operational processes, and organizational structure

• Own and maintain project management workflows within ClickUp

• Develop templates, SOPs, dashboards, automations, reporting structures, and tracking processes

• Improve visibility, communication, and workflow efficiency through process improvements

• Identify inefficiencies, execution gaps, and operational risks before they impact delivery

• Document workflows, clarify owners and deadlines, and keep teams aligned in fast-moving environments

Strategic & Commercial Support

• Support leadership in operational planning, prioritization, and execution

• Understand how operational decisions impact client experience and organizational performance

• Help ensure projects and programs align with company priorities and delivery objectives

• Recommend process improvements and automation opportunities that reduce manual work and support scale

• Support cross-department reviews and help implement agreed improvements

Reporting & Governance

• Provide visibility into project status, operational performance, risks, and priorities

• Prepare dashboards, operational updates, and delivery metrics

• Lead cadence meetings and cross-functional coordination reviews

• Help establish scalable project and program governance standards as the organization grows

What You Bring to the Role

• 5+ years of experience in project management, program management, operations, client delivery, or a similar role

• Proven experience supporting external clients, leading client-facing communication, and managing stakeholder relationships in a professional environment

• A strong organizational mindset with a demonstrated ability to improve processes and build structure

• Experience coordinating complex, cross-functional initiatives and building alignment across multiple stakeholders

• The ability to independently manage competing priorities across multiple concurrent projects and deadlines

• Project Management Professional (PMP) certification or equivalent project/program management credentials

• Experience in healthcare, fundraising, gaming, software as a service (SaaS), fintech, technology, or other regulated industries

• Experience implementing or managing operational systems such as ClickUp, Asana, Monday.com , or Jira

• Experience with process optimization, workflow automation, and operational reporting

At Stride, you can look forward to:

• Commitment to Diversity, Equity and Inclusion across the employee career journey,

• An Employee Assistance Program where you can access counselling and coaching sessions,

• Focus on talent management, including career and skills development,

• Health & Wellbeing activities,

If we offer you a position, you may be required to complete pre-employment checks.

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