Chief of Staff

This is a fully remote position, open to applicants in United States, +1 more country.

📋 Description

• Convert the founder's priorities, initiatives, and strategic vision into organized plans with designated owners, timelines, and success metrics.

• Manage founder-level special projects and organizational initiatives from inception through to delivery and evaluation.

• Ensure accountability across the founder's priorities while proactively identifying conflicts, dependencies, and risks.

• Create strategy briefs, decision memos, board materials, and organizational roadmaps.

• Act as a strategic thought partner to the founder.

• Develop and enhance hiring infrastructure, resource allocation processes, capacity planning, and cross-functional coordination systems.

• Design hiring systems, including interview frameworks, candidate evaluation rubrics, and onboarding procedures.

• Oversee organizational resource allocation and capacity planning.

• Establish leadership meeting rhythms, decision-making frameworks, communication protocols, and reporting structures.

• Identify operational bottlenecks and implement solutions to boost organizational efficiency.

• Coordinate complex cross-functional initiatives among leadership and multiple teams.

• Represent the founder's office in significant internal discussions.

• Cultivate strong working relationships throughout the organization.

• Interpret company strategy, priorities, and decisions into clear internal communications.

• Prepare the founder for meetings, presentations, and decision-making processes.

• Maintain awareness of organizational health metrics and key initiatives.

• Potentially lead AI transformation projects, manage client CEOs, drive sales initiatives, support recruiting efforts, oversee client project delivery, enhance client data and analytics value, and spearhead client go-to-market initiatives.

⛳️ Requirements

• 5–7+ years of experience in high-performing environments, such as Chief of Staff roles, strategic operations, management consulting, venture capital/private equity, business development, or startup leadership positions.

• AI-native mindset, demonstrating a penchant for tinkering, building small tools, automating workflows, and sharing insights.

• Proven track record of successfully navigating ambiguous, complex initiatives to completion.

• Strong capability in systems thinking and process design.

• Exceptional project management skills with the ability to coordinate across multiple concurrent workstreams, competing priorities, and timelines.

• High proficiency with Google Workspace, Asana/Notion, and Slack.

• Intermediate to advanced comfort level with AI-powered productivity tools.

• Excellent written and verbal communication abilities.

• Bachelor's degree or equivalent experience.

• Commitment to ethical practices and responsible business operations.

• Preference for overlap with EST business hours.

• Bonus experience in high-growth startups, venture studios, AI/tech companies, talent operations, organizational design, B2B business development, or board-level strategy and operations.

🏝️ Benefits

• Remote-friendly work arrangement.

• Occasional travel (10–25%) for company offsites, key events, and leadership meetings.

• Full-time employment for US applicants.

• Independent contractor arrangement for Canadian applicants.