Assistant Chief of Staff

Strategy Recruitment Group; Toronto; On-site; CAD 60,000 - 90,000; Full time

Job summary

Strategy Recruitment Group is seeking an experienced Executive Assistant to provide strategic, executive-level support to a senior business leader in a fast-paced, international environment. You will manage complex priorities, coordinate operations across markets, and serve as a trusted partner on high-impact projects.

The role emphasizes discretion, superb organizational skills, and the ability to handle confidential information while liaising with internal stakeholders and external partners.

Qualifications

• 4+ years supporting senior executives, C-suite leaders, or founders.
• Exceptional organizational, project management, and communication skills.
• Strong analytical and research capabilities with excellent attention to detail.
• Advanced proficiency with Microsoft Office applications and productivity tools.
• Demonstrated ability to exercise discretion while managing highly confidential information.
• Experience working in a dynamic, international, or highly regulated environment is considered an asset.
• Willingness to support a long‑term opportunity that includes employer‑supported international relocation in the future.

Responsibilities

• Manage a complex executive calendar, travel, and daily priorities.
• Coordinate meetings, prepare briefing materials, document action items, and oversee follow‑up.
• Track multiple strategic initiatives and provide regular project status updates.
• Conduct research, prepare presentations, reports, and executive correspondence.
• Coordinate with internal stakeholders and external partners to support business initiatives.
• Assist with regulatory, legal, and administrative processes as required.
• Identify opportunities to improve workflows and leverage technology and AI tools to enhance efficiency.

Skills

Executive support

Calendar management

Stakeholder management

Project coordination

Microsoft Office

Discretion

Research skills

Tools

AI tools

Job description

Our client, a well‑established international organization, is seeking an experienced Executive Assistant to provide strategic and executive‑level support to a senior business leader.

This is a unique opportunity for a highly organized, proactive professional who thrives in a fast‑paced, global environment.

The successful candidate will serve as a trusted partner, managing complex priorities, coordinating executive operations, supporting strategic initiatives, and ensuring the seamless execution of high‑impact projects across multiple international markets.

Key Responsibilities:

• Manage a complex executive calendar, travel, and daily priorities.
• Coordinate meetings, prepare briefing materials, document action items, and oversee follow‑up.
• Track multiple strategic initiatives and provide regular project status updates.
• Conduct research, prepare presentations, reports, and executive correspondence.
• Coordinate with internal stakeholders and external partners to support business initiatives.
• Assist with regulatory, legal, and administrative processes as required.
• Identify opportunities to improve workflows and leverage technology and AI tools to enhance efficiency.

Qualifications:

• 4 + years of experience supporting senior executives, C‑suite leaders, or founders.
• Exceptional organizational, project management, and communication skills.
• Strong analytical and research capabilities with excellent attention to detail.
• Advanced proficiency with Microsoft Office applications and productivity tools.
• Demonstrated ability to exercise discretion while managing highly confidential information.
• Experience working in a dynamic, international, or highly regulated environment is considered an asset.
• Willingness to support a long‑term opportunity that includes employer‑supported international relocation in the future.