Executive Assistant

Jagger; Toronto; On-site; CAD 65,000 - 90,000; Full time

Job summary

Jagger is seeking an Executive Assistant to support the Chief Human Resources Officer and broader HR team in Toronto. The role requires handling calendar management, meeting coordination, onboarding, benefits administration, HRIS updates, and confidential staff support.

You will coordinate benefits, maintain records, manage the HR inbox, and support intranet content and events. This hybrid-adjacent, in-office role emphasizes discretion, high organization, and proactive ownership.

Qualifications

• 2-4+ years in administrative or EA role within a professional corporate environment.
• Strong judgment, resourcefulness, and the ability to work independently while knowing when to seek guidance.
• Excellent written and verbal communication skills, with the ability to draft professional correspondence and interact confidently with employees and leaders at all levels.
• A high degree of discretion and professionalism, with a proven ability to handle sensitive and confidential information with care.
• Strong organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.

Responsibilities

• Provide executive and administrative support to the CHRO and HR team, including calendar management, meeting coordination, expense processing, invoice administration, purchasing, and catering arrangements.
• Support onboarding, benefits administration, HRIS updates, employee file maintenance and background checks.
• Support benefits administration, including enrolments, terminations, beneficiary updates, pension and benefits documentation, employee inquiries, and coordination with external providers.
• Serve as a key point of contact for day-to-day team operations by monitoring the HR inbox, triaging inquiries, maintaining documentation, and ensuring timely follow-up on employee requests.
• Maintain and update intranet content, organizational chart updates, process documentation, and other team materials.
• Assist in the coordination of employee initiatives and events, including town halls, recognition programs, charitable donation matching, and other people-focused activities.
• Provide administrative and project support across a wide range of HR initiatives, helping the team operate efficiently and effectively while managing highly confidential and sensitive information with professionalism, discretion, and sound judgment.

Skills

Calendar management

Meeting coordination

Expense processing

Invoice administration

HR support

Microsoft 365

Discretion

Organizational skills

Tools

Microsoft 365

Copilot

Claude

Job description

Our client is a large, private multi-family office. Due to continued growth, this role will operate as a dedicated Executive Assistant to the Chief Human Resources Officer (CHRO) while also providing broader support across the HR team.

What You'll Do

• Provide executive and administrative support to the CHRO and HR team, including calendar management, meeting coordination, expense processing, invoice administration, purchasing, and catering arrangements
• Support the full employee lifecycle through onboarding, benefits administration, HRIS updates, employee file maintenance and background checks
• Support benefits administration, including enrolments, terminations, beneficiary updates, pension and benefits documentation, employee inquiries, and coordination with external providers
• Serve as a key point of contact for day-to-day team operations by monitoring the HR inbox, triaging inquiries, maintaining documentation, and ensuring timely follow-up on employee requests
• Maintain and update intranet content, organizational chart updates, process documentation, and other team materials
• Assist in the coordination of employee initiatives and events, including town halls, recognition programs, charitable donation matching, and other people-focused activities
• Provide administrative and project support across a wide range of HR initiatives, helping the team operate efficiently and effectively while managing highly confidential and sensitive information with professionalism, discretion, and sound judgment

What We're Looking For

• 2-4+ years of experience in an administrative, coordinator, executive assistant, or similar support role within a professional corporate environment
• Strong judgment, resourcefulness, and the ability to work independently while knowing when to seek guidance
• Excellent written and verbal communication skills, with the ability to draft professional correspondence and interact confidently with employees and leaders at all levels
• A high degree of discretion and professionalism, with a proven ability to handle sensitive and confidential information with care
• Strong organizational skills, attention to detail, and the ability to manage multiple priorities in a fast-paced environment
• Proficiency with Microsoft 365 applications, including Outlook, Word, Excel, PowerPoint, and Teams
• An interest in leveraging technology and AI tools to improve efficiency and effectiveness; our team actively uses Copilot and Claude in day-to-day work
• A collaborative and adaptable professional who takes a proactive approach, anticipates needs, and demonstrates strong ownership and provides seamless support where needed.

This role requires you to work in our Toronto office a minimum of four days per week (three days per week until December 31, 2026).