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program management ai cross-functional leadership strategic planning automation📋 Description
- Own end-to-end planning across annual and multi-year cycles.
- Translate strategy into actionable operating plans with milestones.
- Lead cross-functional planning with Finance, Sales, Product, and Engineering.
- Build and lead a Strategy & Operations team with direct reports.
- Drive weekly, monthly, and quarterly leadership rhythms.
- Own executive-level communications and announcements.
🎯 Requirements
- 8–12+ years in strategy, ops, or executive operations.
- Experience as Chief of Staff or VP/Director of Business Operations.
- Proven track record in annual and multi-year planning with exec stakeholders.
- Experience managing and developing direct reports; building small teams.
- Track record of cross-functional programs from ambiguity to outcomes.
- Experience operating in high-growth, cross-functional environments with executive visibility.
🎁 Benefits
- Unlimited Paid Time Off
- Work from anywhere in Canada and USA
- Health and Dental benefits
- Up to $1,500 USD / $2,025 CAD towards IT setup for your home
- Up to 2% matching RRSP / 401K
- Learning and Development opportunities
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