Chief of Staff AI Operations Winnipeg

Jagger
📍 winnipeg, mb, Canada 💼 Full-time 🕒 Posted June 11, 2026

Job Description

Step into a pivotal role as Chief of Staff at a leading AI technology company in Winnipeg. Collaborate with the Co-Founder to enhance operational workflows and steer critical projects using AI technology.
This influential position requires strong organizational instincts and problem-solving skills. You will oversee key projects and develop AI-driven automations to boost business performance. Your ability to navigate ambiguity and foster collaboration will be essential for supporting the sales team and driving success.
Key Responsibilities:
• Own key projects and drive operational success
• Develop and implement AI-driven automations
• Prepare insightful leadership reports and analyses
• Evaluate vendors and assess new technologies
• Facilitate cross-team collaboration and sales initiatives
Requirements:
• 2-5 years operational or strategic experience
• Familiarity with AI tools like ChatGPT
• Experience in high-growth startups preferred
• Strong orga...

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Job Details

  • Location winnipeg, mb
  • Job Type Full-time
  • Category Other-General
  • Posted Date June 11, 2026
  • Application Deadline July 21, 2026