Chief of Staff to the Founder
CanadaFull-TimeExecutive
Salary not disclosed
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Job Details
- Experience
- 5–7+ years
Requirements
- 5–7+ years of experience in Chief of Staff, strategic operations, consulting, venture capital, business development, or startup leadership roles.
- Proven ability to manage ambiguous, complex initiatives and drive them to successful execution.
- Strong systems thinking and ability to design scalable processes and organizational structures.
- Excellent project management skills with experience handling multiple concurrent, high-priority workstreams.
- Strong written and verbal communication skills with the ability to synthesize complex topics into clear insights.
- High proficiency with modern productivity and collaboration tools, with comfort using AI-enabled workflows.
- Experience operating in fast-paced, high-growth environments with shifting priorities.
- Strong analytical and problem-solving skills with a bias toward action and execution.
- Ability to build trust across teams and influence without formal authority.
- Comfort working in ambiguity and creating structure in evolving environments.
- AI-native mindset with curiosity for automation, tooling, and workflow optimization.
Responsibilities
- Partner directly with the founder to translate strategic priorities into clear, executable plans with defined ownership, timelines, and outcomes.
- Lead and execute high-impact special projects from concept through delivery, ensuring alignment with organizational objectives.
- Build and optimize internal operating systems, including hiring processes, resource allocation, and organizational planning frameworks.
- Develop scalable structures to support company growth, including team capacity planning and cross-functional coordination mechanisms.
- Prepare executive-level materials such as strategy briefs, board documents, and decision memos to support leadership decision-making.
- Coordinate cross-functional initiatives across teams, ensuring alignment, accountability, and timely execution.
- Identify operational risks, bottlenecks, and inefficiencies, and implement solutions to improve organizational velocity.
- Support leadership communication by translating strategy into clear, actionable guidance for internal teams.
- Serve as a trusted thought partner to the founder, contributing analysis, insights, and structured recommendations.
- Drive organizational rhythm and alignment through effective communication systems and leadership cadences.
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