Chief of Staff

Sterling Brokers
📍 toronto, on, Canada 💼 Full-time 🕒 Posted June 05, 2026

Job Description

Sterling Capital Brokers is a Canadian employee benefits distribution platform. We operate with a proprietary technology platform at the core and we're growing fast — through direct sales, acquisitions, and channel partnerships with payroll and HRIS companies across Canada.

We're hiring a Chief of Staff with approximately five years of experience to sit at the intersection of strategy and execution. This is a senior, cross-functional role with direct access to the executive team and a clear mandate: identify where we can operate better, then build it.

The two core responsibilities of this role are (1) driving AI-enabled process improvement across every part of the business — you will find the opportunities and build the solutions — and (2) supporting the effective communication of the executive team, both internally and externally. You will have real authority, real ownership, and real impact.

AI & Process Engineering

Map current-state processes acro...

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Job Details

  • Location toronto, on
  • Job Type Full-time
  • Category Other-General
  • Posted Date June 05, 2026
  • Application Deadline July 15, 2026