Chief Of Staff Jobs in Canada

Hybrid · Toronto, CanadaPublic Company10,001+ employees

Drives the business president’s operating cadence and strategic initiatives, coordinating cross-functional execution, performance reviews, planning, and M&A diligence and integration.

Electrical/Electronic Manufacturing | Leading provider of advanced electronics built via lean manufacturing

Remote · Canada; USPrivately Held201-500 employees

Partners with the CEO to drive planning, board preparation, performance tracking, and cross-functional initiatives, while building operating rhythms and accountability across the organization.

Computer Software | Online eLearning platform that effectively trains workforces and employees

Remote · Canada; Germany; UK+ 1 more locationPrivately Held, VC-backed501-1000 employees

Turns CEO priorities into cross-functional outcomes, prepares decision-ready briefings, and supports senior leadership alignment, Board governance, and investment committee coordination.

Computer Software | Well-known software development company

Hybrid · Toronto, CanadaPrivately Held, VC-backed11-50 employees

Partners with the CEO to turn strategy into cross-functional initiatives, oversee financial planning and performance, and coordinate board, leadership, fundraising, and investor activities.

Biotechnology | AI-driven computational imaging company specializing in oncology & clinical trials

Remote · CanadaPrivately Held1-10 employees

Translates strategy into company-wide priorities, aligns executives and cross-functional teams, and embeds operating systems and AI-enabled workflows to improve execution.

Information Technology and Services | Specialized AI automation provider for D2C brands in the DACH region

Hybrid · Ottawa, Canada; Remote · CanadaPrivately Held, VC-backed201-500 employees

Turns go-to-market strategy into operating plans, leads executive reviews, and drives cross-functional initiatives to improve execution and accountability across revenue teams.

Computer Software | AI-powered cloud video security & analytics platform

Hybrid · Toronto, CanadaPrivately Held, Private Equity-backed201-500 employees

Translates CEO priorities into company-wide objectives, drives executive operating rhythms and strategic projects, and coordinates board, governance, and M&A work.

Computer Software | Successful provider of cloud-based financial software for K-12 public schools

Hybrid · Toronto, CanadaPrivately Held, VC-backed501-1000 employees

Coordinates planning, budgets, staffing, and cross-functional programs across an AI organization, combining technical fluency with strategic execution and operational leadership.

Architecture & Planning | Innovative AI platform for enterprise services

Hybrid · Toronto, CanadaPrivately Held, VC-backed10,001+ employees

Partners with the CEO and senior leaders to shape strategy, drive cross-functional initiatives, improve organizational design, and oversee planning and corporate infrastructure.

Consumer Services | Popular healthy food subscription service

Remote · Alberta; British Columbia; OntarioPrivately Held, Private Equity-backed501-1000 employees

Coordinates executive priorities across teams, turning decisions into project plans, tracking progress and risks, and supporting change initiatives.

Internet | Popular provider of customer communications & engagement solutions for regulated industries

On-site · Toronto, CanadaNon Profit1001-5000 employees

Provides senior physician leadership across clinical teams, shaping strategy, quality, patient safety, and professional practice while aligning clinicians around complex decisions.

Hospital & Health Care | Well-regarded community health care organization

Remote · CanadaNon Profit201-500 employees

Coordinates executive priorities, advises leadership, and drives organization-wide strategy execution while managing information flow and administrative staff.

Education Management | Global charity organization providing higher education services

Hybrid · Toronto, Canada; Los Angeles, CA; Las Vegas, NV+ 1 more locationPrivately Held, VC-backed1001-5000 employees

Turns executive discussions into clear decisions and accountable execution, coordinating strategy, technology, and cross-functional priorities while maintaining the leadership team’s operating cadence.

Internet | Innovative proprietary technology platform serving retail companies

Remote · CanadaPrivately Held1-10 employees

Partners with the CEO to coordinate regional execution, align cross-team priorities, lead strategic projects, and build operating systems, with a focus on AI enablement and automation.

Management Consulting | Boutique consultancy & investment firm