Wilson

Position Type: Permanent, Full‑time

Location: Richmond Hill (Onsite, 5 days per week)
Compensation: CAD $125,000–$145,000 + benefits

We are supporting our client in their search for a Deputy Chief of Staff for a full‑time permanent role at their Richmond Hill office. The organization is undergoing significant change and transition, creating the need for a senior strategist and relationship‑builder who can provide critical support to the Chief of Staff.

This role requires a leader who influences through respect rather than authority, builds credible partnerships, and anticipates emerging issues and opportunities with sound judgment and agility.

Key Responsibilities

• Develop and implement strategies, as directed by the Chief of Staff, to deliver on the vision established by the Executive Officers
• Collaborate with departments and programs to monitor annual plans, objectives, performance measures, and budget controls, ensuring strategic priorities translate into operational execution
• Promote and support organizational equity and inclusion through practices, systems, and behaviors across the organization
• Serve as the first point of contact for senior leaders seeking to engage with the Chief of Staff, providing support in strategy, problem‑solving, process development, and delivery of commitments
• Monitor KPIs related to areas of responsibility and report findings to the Chief of Staff
• Personally manage special projects on behalf of the Chief of Staff
• Identify opportunities to build strategic partnerships across departments, teams, and external stakeholders
• Lead and support organizational and cultural change initiatives to help the organization adapt to evolving demands, technologies, and internal priorities
• Provide timely feedback, coaching, and development guidance to support the growth of others
• Foster a learning culture and drive new approaches to improve organizational outcomes
• Perform other duties as assigned

Requirements

• University degree or college diploma in Human Resources, Business, or a related field
• Minimum of five (5) years of labour relations experience in a unionized environment
• CHRP designation considered an asset
• Strong coaching, mentoring, facilitation, conflict resolution, and relationship‑management skills
• Strong negotiation skills and knowledge of collective bargaining agreements

All interested applicants who meet the qualifications listed above are invited to submit a cover letter and résumé by clicking “Apply Now.”

The indicated pay range is a good‑faith estimate based on required qualifications, experience, training, and other factors permitted by law. It reflects the pay band established by the client company. Actual offers may vary depending on skills, experience, geographic location, and expected work quality. Most candidates start in the lower half of the range. Pay history is not considered where prohibited by law. This information serves as a general guideline for compensation discussions.