personal-ai-coaching

2 Humans + 1 LLM = Breakthrough Thinking

What is Personal AI Coaching?

I had a small, but powerful realization while leading a process innovation workshop for a client. One session was designed to explore how large language models (LLMs) could improve the efficiency and creativity of their workflow. After a brief overview of the tools — ChatGPT-4o and Claude Sonnet 3.5 — and some best practices, I asked participants to work in small groups on design challenges using one of the models.

Afterwards, several participants told me something surprising:

“I’ve used LLMs before on my own… but this was completely different.”

Why?

Because using an LLM solo can be frustrating, even anxiety-inducing. You wonder:
Can I trust this thing? Am I cheating? Will it take my job? What should I even use it for besides rewriting emails or generating Studio Ghiblified versions of family photos?

But using an LLM with someone — especially someone experienced — changes the dynamic. You’re no longer alone with a weirdly confident algorithm. You have a thinking partner, a second brain, and a guide. Someone to:

  • Share in the experimentation
  • Help you frame better questions
  • Spot when the model is bluffing
  • Suggest new directions or use cases you wouldn’t have thought o

That’s what Personal AI Coaching is. It’s one-on-one, project-based collaboration where we use AI together to:

  • Accelerate your work
  • Expand your thinking
  • Offload mental friction
  • And help you develop skills that stick

Yes, I’ll teach you tips and prompt techniques. But more importantly, I’ll work with you on something real — a challenge that actually matters to you or your business. I’ll bring ideas, feedback, and tools, like any good consultant would… with the added twist of helping you turn a weird, often opaque mind mirage into a valuable thought partner..

Even if you’ve used LLMs by yourself before, I promise you’ll find the experience of using them with a coach to be qualitatively different and more valuable.

Who is this for?

This is for people who want to get smarter with how they use AI.

You might be:

  • A team leader wondering how generative AI can boost your group’s creativity, efficiency, or strategic thinking
  • A professional navigating complex work – research, writing, client management, etc. – who wants to work smarter with a powerful new tool
  • A creative using AI as a sketchpad, muse, or collaborator
  • A coach, consultant or educator looking to thoughtfully integrate AI into your services
  • Someone pursuing personal growth – using LLM’s to reflect, plan, journal, or gain new perspective in life or work
  • An individual exploring a project – like writing a book, organizing a big idea, or experimenting with something meaningful to you

You don’t need to know how to code. You don’t need a perfect plan.

What you do need is a real question or challenge, and a willingness to explore it collaboratively.

What will happen in your session?

Before we meet:

  • Fill out a brief intake form so I can tailor the session to your goals and make the most of our time together
  • Make sure you’re technically ready, with access to Zoom and a strong LLM such as ChatGPT-4o or Claude Sonnet 3.5

During the session:

  1. Intro:
    I’ll give a quick tour of frontier LLMs – plus common pitfalls and best practices to help you get more signal than noise.
  2. Demo + Teaching:
    We’ll jump into your real-world question, project, or challenge – I’ll take the lead on prompting and narrate my thinking aloud while you guide me with your context and expertise.
  3. Client Practice:
    Then we switch seats – you’ll take the driver’s seat while I act as your thought partner and coach, offering prompts, nudges, and new angles as needed.
  4. Wrap-Up:
    We’ll debrief the session, reflect on key takeaways, and talk about how to build on what you’ve learned.

After the session:

  • You’ll receive a summary email with:
  • A session transcript (optional)
  • Key takeaways and insights
  • Suggestions for next steps or ongoing practice

What if I don’t have a specific project/question in mind?

Not a problem!

We can spend a few minutes at the beginning of the session having a conversation and come up with something to work on together. Or if you want to schedule a free intro call first to brainstorm, that works, too!

What will I leave with?

Depending on your goals and what we work on together, you can expect:

  • New ways of thinking about how AI fits into your work or life
  • A clearer sense of what these tools are good at (and where they fall short)
  • A set of custom prompts, workflows, or frameworks tailored to your project or challenge
  • Greater confidence and fluency in “driving” an LLM effectively
  • A fresh perspective on how to offload cognitive load and accelerate creative or analytical work
  • A PDF or email summary with session highlights, key takeaways, and next steps

For some clients, the biggest takeaway isn’t a prompt or a tool — it’s a shift in mindset: Seeing AI not as just a gimmick or just a threat, but also as a tool and thought partner. A collaborator. An ‘alt’ second brain you can learn to work with.

Do I need to be technical?

Nope.

If you can hold a conversation and open a browser tab, you’re good to go. I’ll guide the tech so you can focus on ideas, questions, and insights.

How do I book a session?

Just head to the booking page to choose a time that works for you. You’ll fill out a short intake form and get a confirmation with everything you need. Have questions first? You can also schedule a free intro call.

Ready to try it?

Book your Personal AI Coaching session and see what’s possible when you bring another human and an LLM into the same conversation.

Not sure yet? Schedule a free intro call.