Executive Assistant to the CEO & Executive Team

Richmond Hill, ON

$68,000–$75,000 per year | Full-Time | Monday-Friday | In Office

Support Executive Leaders.

Help Drive Our

Business.

Wagonmaster Group is looking for an experienced Executive Assistant to support our CEO, COO, and Administration Director.

This is a highly visible role for someone who thrives in a fast-paced environment, enjoys staying one step ahead, and takes pride in keeping senior leaders organized, informed, and focused.

If you're proactive, exceptionally organized, and able to manage multiple priorities with professionalism and discretion, we'd love to hear from you.

What You'll Be Doing

Manage complex calendars for three senior executives

Coordinate meetings, conference calls, and leadership events

Arrange business travel, accommodations, and detailed itineraries

Prepare presentations, reports, executive correspondence, and meeting materials

Record meeting minutes and follow up on action items

Coordinate company meetings, leadership events, and special projects

Maintain confidential corporate records and executive files

Assist with CRM user onboarding and basic administration

Coordinate updates to the company website and social media with internal and external partners

Support executive initiatives while ensuring deadlines and priorities stay on track

What We're Looking For

5+ years of experience as an Executive Assistant supporting senior executives

Experience supporting multiple executives simultaneously





Exceptional organizational and time-management skills

Outstanding written and verbal communication skills

Advanced proficiency with Microsoft Outlook, Word, Excel, PowerPoint, and Teams

Strong attention to detail and ability to manage multiple priorities

Professional judgment with the ability to handle confidential information

Experience coordinating executive travel, meetings, and corporate events

Post-secondary education in Business Administration or a related field is an asset

Why Join Wagonmaster Group?

At Wagonmaster Group, you'll work directly with our executive leadership team and play an important role in helping our organization operate efficiently and continue growing.

We offer

Competitive salary of $68,000–$75,000

Extended Health & Dental Benefits

Vision Care

Paid Vacation

Supportive and collaborative team environment

Chance to contribute to strategic business initiatives

Work Environment

This is a full-time, in-office position based in our Richmond Hill, Ontario office.

Schedule: Monday to Friday

Occasional travel within Canada and the United States may be required.

Apply Today

If you're an experienced Executive Assistant who enjoys supporting senior leaders, solving problems, and making an impact behind the scenes, we'd love to hear from you.

Wagonmaster Group is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive workplace for all employees.

📌 Executive Assistant (Richmond Hill)
🏢 Wagonmaster Group
📍 Richmond Hill