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WM
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O
Sr Customer Success Manager - Oracle Health
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Kaseya Careers

Senior Staff Program Manager

Toronto, ON, Canada

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Job details

Posting language: English
Posted: Oct 29, 2026

Original job description

About Kaseya

Kaseya is the leading provider of AI-powered IT management and cybersecurity software, serving Managed Service Providers (MSPs) and internal IT organizations worldwide. Our comprehensive platform helps organizations efficiently manage, secure, and automate their IT environments, driving operational efficiency and long-term business success.

Backed by Insight Partners, a leading global software investor, Kaseya has experienced sustained double-digit growth and continues to expand its global footprint. Today, Kaseya supports customers in more than 20 countries and manages over 15 million endpoints worldwide.

Founded in 2000, Kaseya was built by builders - and we're still building. We look for people who create rather than wait, who see a hard problem and lean in, and who treat challenges as raw material. At Kaseya, everyone plays a role in shaping the future of IT: whether you're in engineering, product, sales, marketing, customer support, or operations, your work helps protect, defend, and optimize IT environments across the globe.

We're building teams that grow, perform, and make an impact. If you're driven by the itch to make things better - a product, a process, a career - you'll fit right in.

At Kaseya, we don't just raise the bar. We build it.

Senior Staff Program Manager, New Product Introduction (NPI)

About the Role

We are looking for a Senior Staff Program Manager to lead a portfolio of complex, cross-functional business initiatives spanning New Product Introduction (NPI), process transformation, go-to-market execution, and organizational rollouts. This is a senior-most individual-contributor role for a seasoned program leader who can independently scope ambiguous initiatives, run multiple large-scale programs concurrently, build and run business-facing delivery infrastructure, manage a broad executive and ELT-level stakeholder map, and proactively surface and resolve risk without oversight or guidance. You will operate as the connective tissue across multiple teams - translating strategy into scoped, owned, and delivered outcomes at company scale.

What You'll Do

Program Scoping & Delivery Ownership

Independently decompose business initiatives (process changes, GTM execution, product rollouts) into scoped workstreams, deliverables, and owners with minimal guidance.

Own and concurrently manage a portfolio of multiple large-scale, high-complexity programs, prioritizing and sequencing across them without significant oversight.

Build and manage business-facing master schedules - readiness reviews, enablement windows, go-live dates, retrospectives, and critical deadlines - across complex, multi-phase rollouts.

Run delivery rituals, including steering committees, change-management syncs, readiness checkpoints, and retrospectives, and drive execution discipline across owned programs.

Establish consistent meeting cadences with clear ownership and follow-through.

Risk & Dependency Management

Proactively identify and mitigate program and portfolio-level risk, resolving it independently before executive or ELT escalation is required.

Map cross-functional dependencies across multiple teams and resolve hand-offs and approvals independently, including dependencies that span concurrent programs.

Drive dependency management and unblock execution risk across workstreams and across the broader program portfolio.

Proactively surface business, operational, and change-adoption risk, partnering directly with functional and executive leaders on mitigation and owning the business risk narrative.

Stakeholder & Executive Engagement

Manage a broad stakeholder map, including regular, direct engagement with Executive Leadership Team (ELT) members; run decision forums focused on business outcomes.

Deliver concise, ELT-ready updates with clear risks, asks, and decisions; present confidently and independently to Director/VP/ELT-level leadership.

Serve as a trusted advisor to executive stakeholders, shaping how strategic decisions get made rather than simply reporting status.

Strengthen storytelling, prioritization, and influence skills to shape stakeholder decisions across the organization.

Business Process & Program Health

Hold strong fluency in business processes, Program/Project Management best practices, and functional tools to plan realistically and partner credibly with stakeholders at all levels.

Lead business process/design review sessions, driving trade-off discussions to a workable consensus across multiple concurrent initiatives.

Define and track business-specific program health KPIs - adoption, satisfaction, cost savings, etc. - across the full program portfolio.

Improve business delivery processes (change management, governance, intake/prioritization models) in partnership with functional teams and senior leadership.

Improve visibility and predictability across the full portfolio of assigned programs.

Practice Contribution & Continuous Improvement

Lead retrospectives, capture actionable lessons learned, and contribute templates/playbooks to the broader Program Management practice; mentor other Program and Staff Program Managers.

Maintain high-quality program artifacts, including roadmaps with timelines, RACI, RAID logs, decision logs, and executive updates, across all owned programs.

Shape program management standards and operating rhythms used across the broader organization.

Business & Strategic Acumen

Build working knowledge of customer needs and market expectations to ensure program outcomes align with customer experience, not just internal delivery goals.

Connect individual programs directly to company strategy and OKRs, and shape portfolio-level scope so it advances stated business priorities.

Apply financial acumen - budget management, ROI/cost-benefit analysis, commercial impact - to program and portfolio decisions and communicate impact to ELT-level leadership.

What You Bring

10+ years leading complex, cross-functional programs in a business, GTM, or NPI context, including experience managing multiple large-scale programs concurrently with minimal oversight.

A track record of operating independently at a Staff or Senior Staff level, with demonstrated readiness to engage regularly with ELT-level stakeholders.

Demonstrated ability to build and manage master schedules, RAID logs, RACI matrices, and executive/ELT-level program artifacts across a portfolio of programs.

Strong working knowledge of core functional program/project management tools (Jira, Confluence, MS suite, etc.).

Proven experience running steering committees and decision forums with Director/VP/ELT-level stakeholders, and acting as a trusted advisor rather than a status reporter.

Excellent executive communication and storytelling skills, with the ability to distill complex, concurrent programs into clear risks, asks, and decisions for the most senior audiences.

Financial acumen, including budget management and ROI/cost-benefit analysis at a portfolio level.

A strong bias toward proactive risk identification and independent problem-solving, with excellent judgment on when - and when not - to escalate.

Experience developing and implementing best practices, and mentoring other program managers on program management standards, templates, and playbooks.

Why This Role

This is a high-visibility, high-autonomy position for a seasoned program leader who wants to shape how the organization delivers its most strategically important, large-scale initiatives - with regular exposure to the Executive Leadership Team and broad cross-functional influence across the business.

Additional information
Kaseya provides equal employment opportunity to all employees and applicants without regard to race, religion, age, ancestry, gender, sex, sexual orientation, national origin, citizenship status, physical or mental disability, veteran status, marital status, or any other characteristic protected by applicable law.

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More about this job

Responsibilities

The Senior Staff Program Manager will lead a portfolio of complex, cross-functional business initiatives including new product introductions and process transformations. They will act as a connective tissue across teams, translating strategy into delivered outcomes while managing executive-level stakeholder relationships.

Requirements

Candidates must have 10+ years of experience leading complex, cross-functional programs with a track record of operating independently at a senior level. Strong proficiency in program management tools, executive communication, and financial acumen is required.

Skills

Program management
New product introduction
Cross-functional leadership
Stakeholder management
Risk management
Strategic planning
Go-to-market execution
Process transformation
Executive communication
Budget management
Dependency management
Change management
Jira
Confluence
Financial acumen
Mentoring

Visa sponsorship

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Keywords

Program Management
New Product Introduction
NPI
Go-To-Market
GTM
Cross-functional
Executive Leadership
Risk Mitigation
RACI
RAID
Jira
Confluence
Process Transformation
Operational Efficiency
Cybersecurity
IT Management
Portfolio Management
Change Management
Strategic Planning
ROI Analysis
Budget Management
Stakeholder Engagement
Delivery Infrastructure
Master Scheduling
Business Process
Mentorship
Software
Technology
Management
Leadership

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