AI Job Radar: AI Chief of Staff Roles Are Taking Off

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As AI-scale decisions happen faster, companies need humans who can guide, coordinate, and multiply executive bandwidth.

An “AI Chief of Staff” can be the strategic glue. And now, the role is soaring.

What’s Fueling the Demand

Here’s why “AI Chief of Staff” roles are suddenly popping up across job boards and C-suite org charts:

1. AI is Eating the Calendar

AI can now summarize meetings, surface risks, manage tasks, and even suggest strategic decisions. But someone still has to turn that noise into action. The AI Chief of Staff is the human layer between ChatGPT and your CEO’s next board deck.

2. GTM, Legal, Product... Who’s Actually Owning AI?

AI initiatives touch everything. Companies need a quarterback who can align cross-functional teams, clear blockers, and make sure everyone’s rowing in the same direction. AI CoS is that person.

3. The CEO Needs a Second Brain

Think of it like this: your AI Chief of Staff is the CEO’s strategic sidekick. They keep AI initiatives moving, manage internal chaos, and help vet which ideas are real and which are still vaporware. Think of it as a human in the loop, but for the CEO.

4. AI Pressure = Velocity + Clarity

Boards want AI. Customers expect it. Competitors are shipping fast. Companies need someone to help the exec team cut through the noise and keep AI projects aligned with revenue, compliance, and GTM goals.

What Do They Actually Do?

AI Chiefs of Staff serve as strategic multipliers, translating AI insights into action, orchestrating projects across product, engineering, and GTM, and keeping AI initiatives aligned with broader business goals. They often:

• Drive execution across AI initiatives

• Own LLM strategy and infrastructure scaling

• Ensure operational excellence in AI rollout

• Act as de facto GTM operators for AI functions

Think of them as the glue between strategy and ops, with one foot in tech and the other in leadership.

Roles in Demand

• AI Chief of Staff – hybrids between strategic leadership and AI operations

• Chief AI Officer – guiding enterprise exploration of AI strategy and infrastructure

• AI Ops / Strategic Initiatives CoS – managing cross-functional AI GTM and product launches

Who’s Hiring (and What It Pays)

• Firecrawl: AI Chief of Staff (Hybrid - San Francisco) - $150K–$260K
  Drives agent-driven ops and LLM strategy.

• Hut 8: Chief of Staff - AI (Remote or San Francisco) - $160K–$210K
  Works with founders on GTM, operations, and AI integration.

• AMD: Chief of Staff - $130K-$180k

• uiAgent: Chief of Staff (Accounting AI) - $100-$160k

• Human Agency: Chief of Staff, AI & Strategic Initiatives - salary not listed
  Strategic execution across AI-driven initiatives.

Skill Stack to Win These Roles

• Deep understanding of AI platforms and LLM workflows

• High-level operational & strategic execution skills

• Cross-functional coordination between engineering, GTM, and leadership

• Agile adaptability in fast-moving, high-stakes environments

• Strong communication across technical and executive stakeholders

As AI projects grow in size and complexity, companies are formalizing the role to own coherence, alignment, and safety. The AI Chief of Staff acts as the glue between C-suite vision and real-world execution.

They manage priorities, flag risks, and keep the AI engine firing without veering off course.

This isn’t calendar management. It’s strategic orchestration at the speed AI demands.

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