The 6 Roles of an AI Working Group


⏩ "If you want to go fast, go alone. If you want to go far, go together." - African proverb

Hello Reader,

An AI Working Group ships projects.

Tools are changing faster than humans can keep up. Most teams and organisations are throwing Copilot or Claude licenses to their crew, with a quick 'good luck!' and maybe an inscrutable warning about token counts.

Making mistakes can be costly, when you rely on a paycheck. There isn't a structure for risk-taking or innovation with AI in corporate teams, just a lot of dire warnings and vague platitudes.

Creating space for this journey enables an organisation to move forward intentionally. The best way to formalise the setting of that space is to establish an AI Working Group.

What is an AI Working Group?

An AI Working Group is a regular meeting between members of your team who have volunteered to ship AI projects together.

A regular (weekly, fortnightly, monthly) cadence creates a shared understanding of the capabilities & limits of AI within the team. It invites a forum for the unspoken questions, and provides the certainty needed to move forward the next step.

Keeping good notes in an AI Working Group will also create ongoing documentation of the AI Rollout, providing board-level oversight on progress. Combined with the tangible outputs in published Case Studies, an AI Working Group can make AI progress visible, both internally and externally.

With 6 roles on the crew, a weekly AI Working Group knows what questions to ask, where the work is being bottlenecked, and which direction to go next. I've defined these 6 roles in a 14-page PDF whitepaper.

  • The Captain - Sets and changes direction. Owns decisions, agenda, and priorities.
  • First Mate - Keeps projects moving to completion. Assigns project owners, monitors milestones, watches drift.
  • The Engineer - Maintains tech and tokens. Knows the models, moderates access, usage, budgets.
  • The Ledger - Maintains paperwork and audit trail. Policy, compliance, and AI Register.
  • The Skull - Builds the Company Brain. Captures and manages institutional knowledge.
  • The Publisher - Communicates wins, inside and out. Sends the meeting minutes, shares updates, makes case studies.

If you want to read more details about each role, click here.

If you want my help in setting up an AI Working Group for your team in 6 weeks, click here.

🛠️ How do you scale AI in an organisation?

With an AI Working Group.

video preview​

[1:55]

📰 New AI News This Week

  • Trump signed an executive order replacing the term Artificial Intelligence with Super Intelligence in the Executive branch
  • Elon Musk announced he will rebrand SpaceXAI to SpaceXSI
  • OpenAI cancelled launch of GPT-6.1 Astra, calling for a requirement of structured safety documentation before model release

📢 Feedback Time!

Upcoming Events

Free webinar for members of the AI Coaching Academy:

Onboarding AI Agents: How to Delegate Workflows

Friday, October 16 at 1:00 PM GMT+13

Onboarding AI Agents: How to Delegate Workflows

If the Internet gave everyone access to infinite information, AI has given us access to infinite skills. Managing these skills effectively will help you move beyond using AI as a research assistant, and into training an AI agent like a new hire on their first day of work. If you hire a capable new employee, you don't simply at a project and say,...

RSVP

Premium webinar for members of the AI Campus:

Ai207 - AI for Learning

Friday, October 23 at 11:00 AM GMT+13

Ai207 - AI for Learning

Turn Curiosity to Growth Build smarter learning habits with AI support. Learn how to personalise learning paths, reflect more effectively, and continuously upskill in a fast-changing environment. Create personalised learning systems using AI. Turn information into insight through reflection and synthesis. Maintain continuous development without...

RSVP

AI Agents for Business: Automating Workflows

22nd October
1:00 pm- 4:30 pmENC Business Centre, 143 Williams Street, Kaiapoi

Cost: $350 + GST

Keep on growing!

- Caelan Huntress

​[email protected]​

​https://ai-coaching.academy/​

🧭
Plan your next quarter with AI

​Make an AI Roadmap​​ →​

🎙️
Book me to speak on AI

​​Best AI Speaker NZ →​

☎️
Develop Your AI Advantage

​​1-on-1 AI Coaching​​ →​

You've subscribed to a newsletter, downloaded a lead magnet, or attended an event with Caelan Huntress.

You can unsubscribe, but you will miss out on funny memes in the future.

You can modify your preferences, to reduce frequency.

PO Box 8081, Riccarton, Christchurch 8440
·

AI Coaching Newsletter

Weekly newsletter highlighting the latest AI news, with short video tutorials and copy/paste prompts you can use to improve your skills as an AI operator. As artificial intelligence moves from optional to operational, technical specialists no longer have the advantage. It is those who can supervise and coach AI to improve that will thrive in an AI-augmented future.

Read more from AI Coaching Newsletter

🏎️ “AI agents don’t have a speed limit, but the person managing them still does.” - Kieran Klaasen Hello Reader, The fastest way to build a disappointing AI agent is to begin with a vague, grand ambition. “Handle my marketing for me.” “Run all our customer service.” “Become my chief of staff.” Those are only aspirations, not workflows. An agent cannot reliably operate within a fog bank. A useful agent starts with clear goals: Turn this meeting transcript into decisions, owners, deadlines, and...

📊 “Context engineering is the strategic process of selecting, packaging, and managing the most relevant information for each step.” - Antonio Gullí Hello Reader, In July 2025, Gartner told AI leaders that “context engineering is in, and prompt engineering is out.” The past year, people on the bleeding edge of AI have been paying attention to framing. 💡 Context engineering prepares everything prior to the prompt. Even the best prompts will fail without the right context. Giving AI backstory...

🗂️ "An AI Agent runs tools in a loop to achieve a goal." - Simon Willison Hello Reader, Generative AI makes things for you. Agentic AI does things for you. This distinction, between making and doing, is the next step on the exponential curve of capability. An AI Agent can initiate and execute tasks independently, finding the best way to transition from an initial state to a goal state by using any tools it has available, as often as it is capable of doing. In his excellent primer on AI...