Chief of Staff
Location
winnipeg, mb
Job Type
Full-time
Category
Other-General
Posted
June 03, 2026
About We are recruiting on behalf of one of Canada's fastest-growing technology companies, headquartered in Winnipeg. This rapid-growth startup has built a proprietary AI ad platform covering audiences at scale across North America. They are profitable, venture-backed, and growing rapidly toward their next major milestone.
The Role The Chief of Staff will work directly beside one of the company's Co-Founders, serving as a true business partner rather than an executive administrator. This is a high-ownership, cross-functional role for someone who thrives in ambiguity, moves fast, and uses AI as a core part of how they work.
What You'll Be Doing
Taking ownership of projects and driving them to completion without hand-holding
Building AI-driven automations and workflows across sales, operations, and internal teams
Preparing reports, summaries, and performance insights for leadership
Researching and evaluating vendors, tools, and new te...
The Role The Chief of Staff will work directly beside one of the company's Co-Founders, serving as a true business partner rather than an executive administrator. This is a high-ownership, cross-functional role for someone who thrives in ambiguity, moves fast, and uses AI as a core part of how they work.
What You'll Be Doing
Taking ownership of projects and driving them to completion without hand-holding
Building AI-driven automations and workflows across sales, operations, and internal teams
Preparing reports, summaries, and performance insights for leadership
Researching and evaluating vendors, tools, and new te...