EA to the CEO - Remote

Our client, a Canadian family enterprise requires an Executive Assistant to join their team. This is not just an administrative job. It is a high-impact role supporting the CEO and helping ensure his time is focused on the areas where it matters most. Today the group spans four business platforms: an auto dealership operation with three locations across the Greater Toronto Area; a national leasing division, Canada’s largest independently owned fleet leasing and management company; a ventures arm, the group’s investment platform focused on mobility technology; and a real estate division, which owns and develops the group’s property holdings. The group is in an active growth phase — recent acquisitions, a new operating model, and a national brand build.
The role involves working across multiple business units, with a variety of priorities and responsibilities that can shift quickly throughout the day. Two key areas of responsibility will move off the CEO’s plate and onto yours: the meeting loop: agendas, notes, recaps, and action items, and follow-through: tracking commitments and projects through to completion.

You will help manage priorities, keep things moving, and ensure accountability across the business. Follow-through and project management. Maintain the executive team’s open issue lists and project status. Own inbox triage end to end: filter, summarize, respond, delegate, draft, and escalate only what genuinely requires his judgment. Prepare presentations and Canva assets. LinkedIn, curated content, speaking and media opportunities, and coordination with the PR and agency partners.
Personal and family coordination (roughly 10–15% of the role). Travel research and booking, personal appointments, gifts, expense reporting, household and family logistics. 8+ years supporting a senior executive. A project manager, not just a coordinator. The company is actively adopting AI and you will help lead it in the CEO’s office.

• You will be asked to challenge, remind, nag and tell the truth, with humour and care.
• Calm at pace, and strong across Microsoft 365, Teams and Canva. Priorities shift and days run long around events and travel. North GTA, across the CEO’s office and the group’s locations in Thornhill, Woodbridge, Markham, and Aurora.

TDS Personnel is an equal opportunity employer committed to fostering an inclusive and accessible workplace in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act (AODA). Accommodations are available upon request for candidates participating in all stages of the recruitment and selection process.