C-Suite Executive Assistant – CEO, COO & Chief Administrative Officer

Wagonmaster Group•Richmond Hill, ON

14d•CA$68,000 - CA$75,000•Onsite

About The Position

Wagonmaster Group is seeking an experienced C-Suite Executive Assistant to provide direct, high-level support to our CEO, COO, and Chief Administrative Officer. This role requires a minimum of 5 years of recent experience directly supporting a CEO, President, COO, CFO, or equivalent C-suite executive. The ideal candidate understands the pace, discretion, judgment, and level of responsibility required when working directly with company executives. This is a high-visibility, demanding role in a fast-paced organization, requiring 100% in-office presence in Richmond Hill.

Requirements

5+ years of recent experience as an Executive Assistant supporting a CEO, President, COO, CFO, or equivalent C-suite executive
Recent experience supporting multiple C-suite executives simultaneously is strongly preferred
Demonstrated experience managing complex executive calendars and competing priorities
Experience coordinating executive travel and detailed itineraries
Experience preparing executive presentations, reports, and meeting materials
Experience preparing agendas, taking formal meeting minutes, and tracking action items
Advanced Microsoft Outlook, Word, Excel, PowerPoint, and Teams skills
Exceptional written and verbal communication skills
Excellent judgment and discretion when handling confidential information
Extremely strong organization and attention to detail
Ability to anticipate problems, take initiative, and work independently without constant direction

Nice To Haves

Recent experience supporting multiple C-suite executives simultaneously

Responsibilities

Managing complex executive calendars, priorities, and schedules
Coordinating executive and leadership meetings
Preparing executive presentations, reports, meeting packages, and correspondence
Preparing agendas, recording formal meeting minutes, and tracking action items to completion
Coordinating complex domestic and international executive travel
Managing confidential executive information, documents, and corporate records
Supporting executive projects and strategic initiatives
Coordinating Annual General Meetings, Management Meetings, and other major company events
Acting as a professional liaison between executives, employees, customers, and external contacts
Anticipating executive needs and ensuring priorities, commitments, and deadlines stay on track
Handling sensitive information with a high level of discretion and judgment