profile

Ai Coaching Newsletter

What's working now with AI Enablement?

Published about 5 hours 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 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.

Read more from Ai Coaching Newsletter

πŸ† β€œA good coach can change the game. A great coach can change your life!” - Anna Meares, 4 time Olympian Hello Reader, After 4 weeks of hosting AI Coaching Power Hours in my new community, the Ai Coaching Academy, we've uncovered some best practices: Provide specific feedback when responses aren’t satisfactory, guiding the AI to refine its output. Break down complex requests into smaller, more manageable steps. Use probing questions to help the AI dig deeper or explore alternative...

7 days agoΒ β€’Β 3 min read

πŸ“Š Build the capability of the future, together. Hello Reader, If you've been following me for a while, you know my story. If not, here's the TL;DR - I ran away and joined the circus, and lived as a street performer, hitchhiking across the United States. I settled down and had kids, moved to Costa Rica, and started my own digital marketing agency. My family moved to New Zealand, where there are no natural predators. I wrote a book called Marketing Yourself, which helped thousands of experts...

14 days agoΒ β€’Β 4 min read

πŸ§‘πŸ’» β€œThe AI displacement of white-collar jobs is upon us. The traditional career path is dying, and AI-driven productivity is redefining what’s possible.” - Peter Diamandis Hello Reader, Artificial intelligence is changing all jobs this decade. You are either getting ready to change how you work, or you are getting ready to retire - whether you like it or not. AI is a twice-in-a-lifetime opportunity. The Internet was the other one, and we know how that went. We've been fortunate enough, in our...

21 days agoΒ β€’Β 3 min read