profile

AI Coaching Newsletter

What's working now with AI Enablement?

Published 7 months 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.
​
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.
​
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.
​
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:

Ai Explorers Membership avatar Ai Explorers Membership

SubscribeNZ$100.00 NZD/month

Keep on growing!

- Caelan Huntress

​[email protected]​

πŸŽ₯

Upcoming Live Workshops

​RSVP Now→​

🎨

Play some of my Ai Games

​Start Learning →​

πŸ“˜

Join my Community

​Upskill Now​ →​

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
Β·

AI Coaching Newsletter

by Caelan Huntress

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

🌱 β€œIt’s clear that we are well into the adoption phase of AI, but not everyone is adapting.” - Lou Compagnone Hello Reader, I was in Wellington this week for the #AotearoaAISummit, the annual festival hosted by the AI Forum New Zealand. I livetweeted the event on LinkedIn (live-posted? doesn't have the same flavour) on the hashtag linked above, and I made AI anime illustrations of all the speakers. You can see my takeaways (and my art) below: (Please note - other than the illustrations, no AI...

6 days agoΒ β€’Β 9 min read

πŸ—„οΈ "Companies need to turn their workflows, domain knowledge, and accumulated judgment into AI systems that improve with each use. The companies that build this early will have an advantage that is hard to replicate, regardless of any new individual model capability." - Satya Nadella, CEO of Microsoft Hello Reader, The meat computers inside our skulls have a network, when working together on a team. The information stored on this network can be called institutional knowledge. The way the work...

13 days agoΒ β€’Β 6 min read

πŸ“‘ β€œThe key to content marketing is simple: all you have to do is show up and answer questions your right people are asking.” - Ash Ambirge Hello Reader, SEO gets your website listed in the directory, but AEO gets your website recommended by the concierge. In the previous decade, when you wanted your website to get found by your target market, you used Search Engine Optimisation to show on the first page of search results. I n the coming decade, people aren't going to Google to ask their...

20 days agoΒ β€’Β 5 min read