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Executive Assistant to Chief Executive Officer

Job in Toronto, Ontario, M5A, Canada
Listing for: Jagger
Full Time position
Listed on 2026-06-10
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Business Administration
  • Business
    Office Administrator/ Coordinator, Business Administration
Job Description & How to Apply Below

Our client is a fast-moving, founder-led company is looking for a an exceptional Executive Assistant to be the right hand to their CEO. This is a high-impact, high-trust role - you'll sit at the centre of the business, keeping things running smoothly so the CEO can stay focused on what matters most.

This isn't a traditional EA role. The team moves fast, priorities shift, and no two days look the same. They're looking for someone who thrives in that environment - proactive, composed, and always two steps ahead.

Calendar & Schedule Management

  • Own the CEO’s calendar end-to-end — prioritizing, protecting, and optimizing their time
  • Coordinate complex internal and external meetings across multiple time zones
  • Anticipate scheduling conflicts and resolve them before they become problems
  • Prepare daily briefings so the CEO walks into every meeting ready

Travel & Logistics

  • Plan and book all domestic and international travel
  • Build detailed itineraries with all the context needed for a productive trip
  • Manage changes, cancellations, and last-minute pivots calmly and efficiently

Executive Support

  • Draft and manage communications on behalf of the CEO - emails, follow-ups, updates
  • Prepare decks, briefing notes, agendas, and materials for meetings and offsites
  • Track action items and follow up with stakeholders to keep things moving
  • Handle confidential information with professionalism and discretion at all times

Operations & Office

  • Keep the office running smoothly — supplies, vendors, facilities, day-to-day admin
  • Support onboarding of new team members and coordinate internal events
  • Identify gaps in how things operate and take ownership of fixing them
  • Serve as a point of contact for internal teams, external partners, and visitors

WHAT WE’RE LOOKING FOR

  • 3–6+ years of EA experience supporting a C-suite executive, founder, or CEO
  • Experience in a startup, scale-up, or fast-growth environment
  • Exceptionally organized with sharp attention to detail
  • Strong written and verbal communication skills

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