Top Chief Of Staff Jobs in Toronto

Chief of Staff will work with the CEO and Head of Finance & Operations on critical cross-functional projects spanning finance, reporting, fundraising, investor relations, revenue operations, customer support, AI automation, hiring, and HR operations. The role requires independently building scalable dashboards, processes, automations, and workflows while managing multiple priorities in a high-growth startup.

Serves as a trusted advisor to the Chief Commercial Officer and leadership team, driving strategic projects, business planning, executive communications, meetings, board materials, and performance reporting. Prioritizes executive agendas, coordinates cross-functional initiatives, identifies risks and solutions, facilitates decisions, and ensures follow-through. The role also supports organizational effectiveness, stakeholder engagement, and leadership development across a global commercial and medical organization.

Acts as the CEO’s right hand, translating company priorities into operating plans, tracking owners and deadlines, analyzing commercial and operational performance, and running leadership rhythms. Owns cross-functional project delivery, process redesign, decision tracking, and executive materials. The role requires strong program management, analytical and financial understanding, influence without authority, structured communication, and independent execution.

Chief of Staff serving as a strategic advisor and organizational integrator for WES Canada’s Managing Director and leadership team. Responsibilities include coordinating executive priorities, board governance, strategic planning, dashboards, budgets, communications, cross-functional initiatives, and organizational reporting. The role manages high-priority projects, supports decision-making, monitors execution, builds stakeholder relationships, and supervises administrative staff in a complex, matrixed nonprofit environment.

Own the CEO’s calendar, follow-ups, project-management systems, hiring operations, content execution tracking, metrics, reporting, and special projects. The role protects executive focus, enforces accountability across teams, coordinates hiring pipelines, analyzes financial and performance data, and builds scalable operating rhythms. It is a high-trust Executive Operations position with a performance-based path toward Chief of Staff responsibilities.

Supports the CEO and leadership team by driving internal communications, company alignment, town halls, executive workflows, cross-functional workstreams, government relations support, events, and special projects. The role establishes operating cadences, coordinates meetings and stakeholders, improves processes, tracks decisions and follow-ups, prepares executive materials, and provides administrative support in a fast-growing company.

Chief of Staff to the CEO responsible for driving company priorities, building the organization’s operating cadence, managing KPI reporting, leading cross-functional special projects, and increasing executive leverage. The role requires turning ambiguous problems into measurable plans, coordinating leaders and external partners, deploying AI effectively across operations, and improving organizational efficiency in a high-growth B2B SaaS environment.

The Chief of Staff will partner with the co-founder and leadership team to scale internal operations across a rapidly growing philanthropic organization. Responsibilities include running OKRs, KPI dashboards, operating rhythms, leadership meetings, decision-making processes, internal systems, AI-enabled tooling, communication norms, knowledge management, strategic initiatives, and occasional partner support. The role requires proactive problem-solving, strong execution, clear communication, comfort with ambiguity, and approximately seven or more years of relevant experience.

The Chief of Staff will lead diverse initiatives, drive AI transformation, manage client relationships, and operate autonomously in a fast-paced environment.

Manage the Enterprise Deployment team’s workflow, staffing, performance tracking, recruiting coordination, onboarding, meetings, OKRs, team gatherings, and cross-functional alignment. The Chief of Staff will optimize team efficiency, thoughtfully allocate people to projects, identify performance or coverage gaps, and serve as a trusted liaison to organizational leaders. This is a fully remote global role, with London preferred.

Senior-level program manager and chief of staff supporting the CVP of Operations. Own and drive high-priority cross-functional programs from kickoff through execution, establish operating cadences, align teams on priorities, prepare leadership materials, integrate sales & operations, headcount and infrastructure planning, surface risks, and remove execution blockers to ensure organizational KPIs and milestones are met.

Work directly with founders to drive multi-GW energy projects end-to-end: deliver construction and procurement milestones, lead special projects, support large-scale project and equity financing, hire across levels, and resolve urgent operational issues on-site.

Partner with the CEO and CTO to turn discussions into durable decisions, run executive cadence, validate analyses (including AI-assisted work), own priority cross-functional initiatives end-to-end, manage risk intake, and ensure commitments are executed with clear owners and measurable outcomes.

The Chief of Staff/Business Operations Manager will drive strategic initiatives, optimize processes, and collaborate with executives to achieve company objectives.

Hands-on generalist operator who builds and owns legal, compliance (HIPAA), HR, payroll, accounting, vendor management, and day-to-day operations. Manages outside counsel, contract lifecycle, audits/certifications (e.g., SOC 2), onboarding/offboarding, payroll/AP/AR, and operational processes to scale a healthcare startup.

The Chief of Staff will partner with the Managing Director of AI, leading AI transformation initiatives, designing automated processes, and ensuring successful client engagement and organizational rollouts.

Work with founders and the founding team to build AI-powered internal tools and automations, run GTM and community activities, and manage daily operations. Own content, events, scheduling, vendor logistics, and process design while using AI tools to automate and ship solutions.

Partner with the CEO to create operational clarity and accountability across a fast-growing AI startup. Own vendor/contract management, finance/ops logistics, recruiting-process machinery, cross-team coordination, leadership operating rhythms, and high-priority special projects. Convert founder intuition into scalable processes while retaining agility.

Lead operational rhythms and client delivery, focusing on AI solutions. Collaborate with executives and manage multi-stakeholder projects for positive outcomes.

Deputy to the Chief Engineer responsible for leading engineering personnel, planning and executing maintenance and repairs, managing spares and fuel operations, ensuring environmental compliance, supporting safety investigations, and maintaining the shipboard management system and risk assessments.

The Chief of Staff will lead operational projects, ensuring delivery of AI solutions, managing client relations, and coordinating cross-functional efforts for success.