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Senior Staff Program Manager

Kaseya
Toronto, CAN
Senior
Onsite
Discovered 1 weeks ago
Program managementNew Product Introduction (NPI)Go-to-market executionCross-functional program deliveryRisk and dependency managementMaster scheduling

Full Job Posting

Role overview

Senior-most individual-contributor role leading a portfolio of complex business initiatives across NPI, process transformation, go-to-market execution, and organizational rollouts.

The program leader independently scopes ambiguous initiatives, manages concurrent programs, establishes delivery infrastructure, and connects strategy to company-wide outcomes.

Program delivery and risk

  • Break initiatives into workstreams, deliverables, and owners; manage a portfolio of large-scale programs and business-facing master schedules.
  • Run steering committees, change-management syncs, readiness reviews, retrospectives, and recurring meetings with clear ownership and follow-through.
  • Identify and mitigate portfolio risks, map dependencies, resolve handoffs and approvals, and own the business risk narrative.

Executive and business engagement

  • Engage Executive Leadership Team members, lead outcome-focused decision forums, provide ELT-ready updates, and advise leaders on strategic decisions.
  • Lead business process and design reviews, facilitate trade-offs, and improve change management, governance, and intake and prioritization practices.
  • Define portfolio health KPIs, improve program visibility and predictability, and maintain roadmaps, schedules, RACI, RAID, decision logs, and executive updates.

Practice and strategic contribution

  • Lead retrospectives, document lessons, contribute program templates and playbooks, mentor program managers, and shape organization-wide standards and operating rhythms.
  • Align programs with customer needs, market expectations, company strategy, and OKRs; use budget, ROI, and cost-benefit analysis to inform decisions.

What you bring

  • 10+ years leading complex cross-functional programs in a business, GTM, or NPI context, including concurrent large-scale programs with minimal oversight.
  • Experience operating independently at Staff or Senior Staff level and engaging regularly with ELT stakeholders.
  • Experience managing master schedules, RAID logs, RACI matrices, and executive program artifacts across a portfolio.
  • Strong working knowledge of program and project management tools such as Jira, Confluence, or the Microsoft suite.
  • Experience leading steering committees and Director, VP, or ELT decision forums; ability to act as a trusted advisor.
  • Excellent executive communication and storytelling; portfolio-level financial acumen, including budgets and ROI or cost-benefit analysis.
  • Proactive risk management, independent problem-solving, good escalation judgment, and experience implementing best practices and mentoring program managers.

About Kaseya

Kaseya provides AI-powered IT management and cybersecurity software for managed service providers and internal IT organizations worldwide.

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