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Operational Chief of Staff AI Focus (Winnipeg)

Jagger

winnipeg, mb, Canada Full-time June 26, 2026

Found Description

Join a leading AI technology company in Winnipeg as Chief of Staff. Work closely with the Co-Founder to spearhead projects and enhance operational workflows using AI.

In this influential role, you’ll collaborate effectively across teams while owning critical projects and leveraging AI for business growth. You’ll focus on preparing leadership reports, building automations, and supporting the sales team in a dynamic workplace. Your capabilities in managing ambiguity and fostering execution are crucial for success.

Key Responsibilities

  • Take ownership of key projects and drive them forward
  • Develop AI-driven automations and workflows
  • Provide insightful reports and performance analysis
  • Research and assess vendors and new technologies
  • Facilitate cross-functional teamwork and sales support

Requirements

  • 2-5 years of operational or strategic experience
  • Familiarity with AI tools...

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