Chief of Staff

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

📋 Description

• Collaborate with the founder to convert priorities, initiatives, and strategic vision into detailed plans with designated owners, timelines, and success metrics.

• Take full responsibility for the execution of special projects and organizational initiatives at the founder level.

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

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

• Act as a strategic thought partner to the founder.

• Develop and enhance internal operating systems for hiring, resource allocation, capacity planning, and cross-functional coordination.

• Create hiring systems that include interview frameworks, candidate evaluation rubrics, and onboarding processes.

• Manage organizational resource allocation and capacity planning.

• Set up leadership meeting schedules, decision-making frameworks, communication protocols, and reporting structures.

• Identify operational bottlenecks and implement solutions to enhance organizational speed.

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

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

• Ensure effective internal communication regarding company strategy, priorities, and decisions.

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

• Monitor organizational health metrics and key initiatives, highlighting issues and opportunities to leadership.

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

⛳️ Requirements

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

• An AI-native mindset, including the ability to build tools, automate workflows, and assess AI-first solutions.

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

• Strong capability in systems thinking and process design.

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

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

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

• Excellent written and verbal communication skills; ability to distill complex information into clear, actionable briefs.

• Bachelor's degree or equivalent experience.

• A commitment to ethical practices and responsible business operations.

• Strong preference for availability during EST business hours.

• Willingness to travel occasionally (10–25%).

• An advanced degree in a relevant field is advantageous.

• Experience in high-growth startups, venture studios, or AI/tech companies is a plus.

• Background in talent operations or organizational design is a bonus.

• Demonstrated success in driving B2B business development is a bonus.

• Exposure to board-level strategy and operations is a bonus.

🏝️ Benefits

• US Applicants - Full-Time; Canadian Applicants - Independent Contractor.

• Remote-friendly work arrangement.

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

• Opportunity to lead AI transformation, strategy, operations, and growth initiatives.

• Chance to work with a rapidly scaling AI strategy and implementation company.

• Commitment to an inclusive culture and being an Equal Opportunity Employer.