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Ai Coaching Newsletter

What's working now with AI Enablement?

Published 20 days agoΒ β€’Β 2 min read

πŸ‘¨β€πŸŽ“ β€œIn times of change, learners inherit the earth, while the learned find themselves beautifully equipped to deal with a world that no longer exists.” - Eric Hoffer

Hello Reader,

Giving your team Copilot licenses will not magically create AI transformation. That mindset is treating AI as a technology problem, when it is actually an operator problem.
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Most leaders I meet don't have a clear idea about what AI could do for their organization, or how to embed change at this scale. So they give new tools to untrained operators, and they just sit there, full of untapped potential.
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What I find works best is when people have three things:

  • πŸͺ Sandbox: Create a safe place to experiment, make mistakes, and play. Lower the stakes so people try more.
  • 🏁 Sprint: Set a quick, focused goal with a short, exhausting deadline. Intensity builds skill and confidence fast.
  • πŸ—£οΈ Share: Reflect on personal experience, and hear how peers are growing. Cross-pollination turns practice into progress.

Providing these 3 components in an interactive workshop creates a vibrant environment for learning.

One of my core values is that learning should be fun. When people enjoy what they are learning, they remember it better, and they find new ways to apply it. AI is a completely new way of engaging with information, so we need new ways of thinking. Play opens people up to explore and innovate.
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If you want real AI outcomes, train your AI operators to build a culture of experimentation. A rigid deployment plan isn’t going to be effective. Innovation comes from play, not from pushing a tool at your people.

People often bring me in to an organisation to deliver:

If you’re ready to build a star team of AI operators, let’s talk.

πŸ› οΈ AI Model Comparison: ChatGPT vs Claude, Perplexity & More

[Updated for 2026]

video preview​

If you just want the PDF, click here.

πŸ“° New AI News This Week

  • Anthropic released Opus 4.6, for managing agents
  • OpenAI released Codex 5.3 for coding agents
  • Elon Musk projects a lunar city will be built before Mars, to create datacenters in space

πŸ‘“ What I’m Reading

πŸ“’ Feedback Time!

Are you ready to grow your Ai capabilities?

Join me in the Ai Coaching Academy:

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SubscribeNZ$100.00 NZD/month

Keep on growing!

- Caelan Huntress

​[email protected]​

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Ai Coaching Newsletter

by Caelan Huntress

Weekly newsletter highlighting the latest Ai news, with 2-minute video tutorials and copy/paste prompts you can use to improve your skills as an Ai operator. Ai is changing all jobs this decade. You are either getting ready to change how you work, or getting ready to retire. 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.

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