Coaching LLMs: Get AI to Work Smarter for You


🌱 "A coach is just a placebo – it's a commitment to make yourself a better person." Barrett Brooks

Hello Reader,

Most people treat AI like a search engine. They ask simple questions and accept whatever it replies. But if you want truly great results, you need to stop being a consumer of AI and start being a coach to AI.

In my next interactive workshop, you’ll learn how to train AI to think better, iterate on its responses, and refine its output—just like a great coach helps an athlete or artist to improve their craft.

🔹 What You’ll Learn:

Why Coaching Matters – AI isn’t a genius; it’s a million dumb assistants. Your role is to train it to give you better answers.

The Art of Iteration – How to refine AI-generated content through smart feedback loops.

Power User Strategies – Use multiple AI models in parallel (ChatGPT, Claude, Gemini, Grok) to compare outputs and optimize your workflow.

Creating Custom Coaches - how to create Custom GPTs based on an author or a podcast, so you can be coached by the ghost of anyone published.

An LLM is only as smart as the operator guiding it.

By the end of this workshop, you’ll have a system for coaching AI to give you the results you actually want.

🛠️ [4:29] Triple Tab Prompting

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Compare different LLMs in parallel

📰 New AI News This Week

  • The OpenClaw Foundation is joining OpenAI
  • NVIDIA released PersonaPlex, which makes frontier LLM voice APIs obsolete
  • An Indian survey of 650 IT firms found that while hiring has slowed due to AI, overall employment in IT is growing, especially in mid-level roles

👓 What I’m Reading

  • “A lot of people find comfort in the idea that AI can handle the grunt work but can't replace human judgment, creativity, strategic thinking, empathy. I used to say this too. I'm not sure I believe it anymore. The most recent AI models make decisions that feel like judgment. They show something that looked like taste: an intuitive sense of what the right call was, not just the technically correct one.” - Matt Shumer
  • "We're wired to respond to visible threats. We are not wired to anticipate invisible opportunities." - Connor Boyack
  • "Two kinds of AI users are emerging." - Martin Alderson

Are you ready to grow your Ai capabilities?

Join me in the Ai Coaching Academy:

Create a Coaching Relationship with AI

Friday, February 20 at 1:00 PM GMT+13

Create a Coaching Relationship with AI

AI is no longer a novelty skill. It’s become a practiced capability. The real AI advantage doesn’t come from knowing which tools exist. It comes from knowing how to think with them, reflect with them, and improve your judgment over time. In this hands-on, interactive session, hosted by Caelan Huntress, you’ll learn how to create a personal AI co...

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- Caelan Huntress

[email protected]

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Ai Coaching Newsletter

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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