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🥝 Strategic Chief of Staff Needed

Sterling Brokers | toronto, Canada | Posted June 06, 2026

Job Description

Elevate your career as a Chief of Staff focusing on operational strategy and AI-powered enhancements within a remote-first company. Spearhead critical initiatives that directly influence business effectiveness and executive communications.
Seeking a dynamic leader with approximately five years of experience who excels at executing strategy in partnership with executive leadership. Your role will encompass driving AI-enabled transformations, improving communication consistency, and overseeing operational excellence across various functions. Expect to lead significant strategic projects while fostering effective collaboration across teams.
Key Responsibilities:
• Drive process improvements through AI integration
• Develop clear communications for the executive team
• Create and manage operational execution plans
• Optimize client service workflows and proposals
• Own strategic projects aligned with business goals
Requirements:
• ~5 years in operations, consulti...

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