Executive Assistant to Leader

We are seeking a highly organized and proactive Executive Assistant to support a President-level executive. This mid-level role requires a detail-oriented professional who thrives in a fast-paced environment and can manage competing priorities with discretion and professionalism.

The Executive Assistant will serve as a trusted partner, ensuring efficient daily operations, seamless communication, and strong coordination across internal teams.

• Provide comprehensive calendar management, scheduling, and meeting coordination
• Manage executive communications, including drafting correspondence and screening inquiries
• Prepare reports, presentations, and briefing materials for leadership meetings
• Coordinate domestic and occasional international travel, including detailed itineraries
• Track action items, follow-ups, and strategic initiatives on behalf of the President
• Support preparation for executive meetings with retail client partners and OEM providers
• Assist with confidential documentation, contracts, and executive-level reporting
• Liaise with internal leadership, sales teams, marketing, and technical teams to ensure alignment
• Support planning and coordination of leadership events and partner engagements
• Maintain organized digital and physical filing systems

• 5+ years of experience supporting senior leadership (Director, VP, or President-level preferred)
• Post-secondary education in business administration or related field preferred
• Exceptional organizational and time management skills
• Strong written and verbal communication abilities
• High level of discretion and professionalism handling confidential information
• Advanced proficiency in Microsoft Office Suite (Outlook, Word, Excel, PowerPoint)
• Experience in IT, retail technology or fast-paced sales organizations considered an asset

• Executive presence and professionalism
• Anticipatory problem-solving
• Multitasking and prioritization
• Confidentiality and sound judgment
• Cross-functional communication
• Adaptability in a hybrid work environment
• Hybrid schedule (combination of in-office and remote work)
• Standard office environment in Vaughan, ON
• Regular interaction with senior leadership, retail partners, OEM vendors and internal teams

At Pomeroy, we help our clients innovate, automate and optimise their evolving infrastructures to achieve digital transformation across the workplace, network and Hybrid IT platforms. We bring fresh thinking, ideas and insights to deliver innovation along with expert technology implementation and improved processes that drive agility, productivity and cost management.