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Program Manager

Job in Windsor, Ontario, N8N 0A1, Canada
Listing for: Flexera
Full Time position
Listed on 2026-11-01
Job specializations:
  • Business
    Operations Management, Change Management
Salary/Wage Range or Industry Benchmark: 110000 - 160000 CAD Yearly CAD 110000.00 160000.00 YEAR
Job Description & How to Apply Below
Position: Staff Program Manager
  • We are seeking a highly skilled and experienced Staff Program Manager to ensure every strategic priority becomes measurable business impact - bridging vision and execution, removing roadblocks, and enabling investments that scale, delight customers, and deliver profitable growth
  • This role will require coordination of cross-functional work streams within a defined area of the company’s product portfolio
  • Program Leadership:
  • Lead the end-to-end planning, execution, and delivery for existing product releases and new product offerings
  • Define the program roadmap, milestones, and success metrics in alignment with organizational goals
  • Cross-Functional Coordination:
  • Collaborate with teams across product management, engineering, design, marketing, sales, and customer success to ensure alignment and seamless execution
  • Serve as a key point of contact and communication hub for all program-related activities
  • Strategic Alignment:
  • Work with program leadership to ensure the program’s goals align with the company’s strategic vision
  • Identify dependencies and synergies across the product portfolio to maximize impact
  • Risk Management:
  • Proactively identify, assess, and mitigate program risks and issues
  • Develop contingency plans and adapt program strategies as needed to ensure on-time and high-quality delivery
  • Communication and Reporting:
  • Provide regular updates to stakeholders, including executives, on program progress, risks, and milestones
  • Ensure transparency and clarity in program status and decision-making processes
  • Process Improvement:
  • Leverage best practices for program management, driving operational excellence and continuous improvement
  • Contribute to a culture of learning and collaboration with other program managers within the organization
Benefits
  • Student loan debt relief and tuition reimbursement
  • Competitive pay
  • Retirement and employee investment program
  • Health and wellbeing
  • Competitive time off, hybrid work and new-parent support
  • Connection through ERGs, giving and celebration

Proven expertise in building and managing program roadmaps and timelines

Excellent communication and interpersonal skills, with the ability to drive alignment across teams

Proficiency in program management tools such as JIRA and Confluence, productivity tools such as Microsoft Office, and GenAI tools such as Copilot or Claude Technical literacy across AI/GenAI systems, data, and platform architecture

The ideal candidate will have a proven track record of managing complex, large-scale programs, collaborating with diverse stakeholders, and driving results in a fast-paced environment

Experience with web applications, Go, Ruby, JavaScript, React, microservice architectures, AWS, or Microsoft Azure Strong understanding of the AI landscape, including how organizations integrate, adopt, and derive business value from AI capabilities

Familiarity with the software development lifecycle (SDLC), Agile methodologies, and modern product development practices

Exceptional ability to manage complexity and ambiguity, with strong problem-solving skills
10+ years of program management experience, with at least 3 years managing cross-functional initiatives in a software or technology-focused organization

Bachelor’s degree in business, computer science, engineering, or a related field

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