Top Chief Of Staff Jobs in Toronto

The Chief of Staff/BizOps Lead will bridge strategy and execution, enhance team rhythm via OKRs, streamline processes, and leverage data-driven insights to optimize operations. Responsibilities include managing special projects and translating complex problems into actionable plans.

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

Partner with the GM of Canada to drive commercial strategy and revenue operations: forecasting, pipeline hygiene, performance reporting, deal execution, cross-team coordination, process building, and use of AI tools to automate workflows while managing sensitive matters and scaling the Canadian organization.

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.

Work directly with co-CEOs to scope and execute ambiguous priorities end-to-end, build staffing and capacity models, produce memos and analyses, use AI to improve productivity, and provide fast synchronous context transfer. Operate independently across detailed execution and senior stakeholder interactions without direct people management responsibility.

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.

Join a talent network connecting Chiefs of Staff with VC-backed startups. Support founders by translating strategy into execution, driving cross-functional initiatives, managing operating rhythms, preparing executive materials, tracking KPIs, and building processes to scale. Provide research, analysis, and hands-on support for fundraising, planning, hiring, partnerships, and market launches.

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.

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 a co-founder to manage priorities, calendars, meetings, projects, and stakeholders. Drive execution, synthesize meeting outcomes, maintain systems (Forecast, SharePoint), troubleshoot basic tech issues, and improve processes to increase operational effectiveness in a fast-moving nonprofit consultancy.

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.

Partner with the CEO and leadership to run executive operations: internal communications, town halls, cross-functional workstreams, special projects, government relations support, and executive administration to drive alignment and execution across the company.

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

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

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.