AI-Powered Chief of Staff for Strategy & Execution

Ajaia

Fort Lauderdale (FL)

Hybrid

USD 120,000 - 190,000

Full time

14 days+

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Job summary

Ajaia, a fast-growing AI consultancy and product studio in Fort Lauderdale, seeks a Chief of Staff to increase the CEO's decision velocity and organizational leverage. You will coordinate across multiple companies, leadership teams, and strategic initiatives, using AI to accelerate research, ideation, drafting, and delivery.

You will maintain the CEO operating system, build executive reporting, track milestones, and ensure accountability.

Qualifications

Exceptional organizational and project management skills.
Ability to operate effectively in ambiguity and drive cross-functional initiatives.
Strong business judgment and problem-solving ability.
Excellent written and verbal communication skills.
Experience managing multiple complex projects simultaneously.
Proficiency with modern productivity and collaboration tools.

Responsibilities

Coordinate enterprise-level initiatives across multiple business units and companies.
Maintain visibility into strategic priorities, projects, and commitments.
Track milestones, deliverables, dependencies, and ownership.
Identify stalled initiatives and proactively unblock progress.
Ensure leadership teams remain aligned around strategic objectives.
Drive accountability across cross-functional stakeholders.
Own and maintain the CEO's central operating dashboard.
Build and manage executive reporting frameworks.
Develop systems for monitoring organizational performance.
Create clear visibility into priorities, risks, and decisions requiring executive input.