Top Chief Of Staff Jobs in Toronto

Leads operational excellence for Canada Card’s Office of the President. Partners with senior leaders and cross-functional teams on strategic planning, executive communications, organizational routines, reporting, workflow optimization, risk identification, and change initiatives. Owns narratives and deliverables supporting business strategy across Canada, the UK, and enterprise functions while improving transparency, consistency, and scalability.

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.

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.

Supports the Vice President of Growth and Partner Marketing through strategic planning, executive meeting facilitation, annual budgeting, OKR tracking, communications, and cross-functional program leadership. The role manages high-impact initiatives, improves team processes, coordinates stakeholders, develops executive presentations, advises senior leaders, and supports team culture and effectiveness across a global organization.

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.

Partner with the SVP, GTM to design and run the GTM operating model: OKR tracking, business reviews, cross-functional prioritization, and leadership/board reporting. Translate ambiguous priorities into structured plans, maintain single sources of truth, drive cross-functional Sales/Marketing/Partnerships/CS initiatives, represent the SVP when needed, and help build and scale the GTM org.

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.

Run marketing org operations and planning cadence, translate VP priorities into executable plans, manage budget/headcount trade-offs, ensure cross-functional coordination, own leadership materials and special projects, and improve org cadence and accountability so programs ship on time and leaders focus on strategy.

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.

The Chief of Staff will assist the CEO in strategic priorities, drive sales and product operations, manage investor relations, and oversee internal initiatives, ensuring organizational excellence and scaling efforts.

Partner with the CEO to own company metrics, operating cadence, and strategic initiative portfolio. Run board/investor materials and key workstreams, remove CEO bottlenecks, coordinate cross-functional launches (multi-state, compliance, vendor migrations), and occasionally lead functions until they have permanent leaders.

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.