Staff Program Manager

Flexera; Canada; Hybrid; CAD 110,000 - 160,000; Full time

Benefits offered by this job

Student loan debt relief

Tuition reimbursement

Hybrid work

New-parent support

Health and wellbeing

Competitive time off

Retirement and employee investment

Job summary

Flexera is seeking a Staff Program Manager in Canada to drive end-to-end planning for existing and new product offerings. You will define roadmaps, milestones, and success metrics while coordinating across product, engineering, design, marketing, sales, and customer success to ensure alignment and timely delivery.

You will manage dependencies, mitigate risks, report to executives, and push for continuous process improvement in a fast-paced software environment.

Qualifications

• Bachelor's degree in business, CS, or engineering.
• 10+ years in program management.
• 3+ years cross-functional leadership in software or tech.

Responsibilities

• Lead end-to-end planning, execution, and delivery for product releases and offerings.
• Define program roadmap, milestones, and success metrics.
• Coordinate across product, engineering, design, marketing, sales, and customer success.
• Act as a central communication hub for program activities.
• Align program goals with the company vision and priorities.
• Identify dependencies and synergies across product portfolio.
• Proactively identify risks and develop contingency plans.
• Provide regular updates to executives on progress and risks.
• Drive process improvements and foster a culture of learning.

Skills

Program management

Cross-functional leadership

Communication skills

Agile methodologies

AI/GenAI literacy

Problem solving

Education

Bachelor's degree in business, CS, or engineering

Tools

JIRA

Confluence

Microsoft Office

Copilot

Claude

AWS/Azure

Job description

• 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 workstreams 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 timelinesExcellent communication and interpersonal skills, with the ability to drive alignment across teamsProficiency in program management tools such as JIRA and Confluence, productivity tools such as Microsoft Office, and GenAI tools such as Copilot or ClaudeTechnical literacy across AI/GenAI systems, data, and platform architectureThe 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 environmentExperience with web applications, Go, Ruby, JavaScript, React, microservice architectures, AWS, or Microsoft AzureStrong understanding of the AI landscape, including how organizations integrate, adopt, and derive business value from AI capabilitiesFamiliarity with the software development lifecycle (SDLC), Agile methodologies, and modern product development practicesExceptional ability to manage complexity and ambiguity, with strong problem-solving skills10+ years of program management experience, with at least 3 years managing cross-functional initiatives in a software or technology-focused organizationBachelor’s degree in business, computer science, engineering, or a related field