The 3 Signs You're Ready for AI Coaching

Coaching isn't for everyone. Neither is timing.

The executives who get the most from AI coaching share three characteristics. If you recognize yourself in these, now might be your moment.

Sign 1: You've Already Tried

You opened ChatGPT. Maybe more than once. You asked it something, got a response, and thought: "Is this really what everyone's excited about?"

This is actually a good sign. It means you have standards. The first output from any AI tool is rarely impressive. The magic happens when you know how to push back, refine, and iterate.

If you've tried AI and felt underwhelmed, you're not behind. You're just missing the technique.

Sign 2: You Feel the Pressure

Something has shifted. Maybe a board member mentioned AI in your last meeting. Maybe a competitor launched something that made you nervous. Maybe your team is asking questions you can't answer.

This pressure isn't pleasant, but it's useful. It means you have motivation. And motivation is the fuel for change.

The executives who struggle most with AI are those who don't feel any urgency. They'll learn eventually — but they'll learn from behind.

Sign 3: You're Ready to Practice

Here's where most people fall short. They want to understand AI intellectually. They want to know what it can do, in theory.

But AI isn't like reading about swimming. You can read every book about swimming and still drown the first time you hit the water. You have to practice.

If you're ready to actually use AI — not just talk about it — you're ready for coaching.

What Coaching Actually Looks Like

Lead It isn't a course. There's no curriculum to complete. Instead, we work on your real challenges.

Your inbox. Your decisions. Your industry. Your role.

Every session is practice. You leave not just knowing more, but having done more. The goal is simple: make AI part of how you work, not something you think about working on.

Not Ready Yet?

That's fine. Timing matters.

If you're still in the "I should probably look into this" phase, that's okay. Read articles. Watch videos. Explore on your own.

But when you hit the wall — when self-guided learning stops working — know that coaching exists for exactly that moment.

Think you might be ready? Start the conversation and find out.