📬 In This Week’s Issue:

  • Why surface-level coaching rarely leads to lasting change

  • A simple mindset shift to coach at the root, not the symptom

  • A go-to question that creates real awareness and growth

  • Reader Q&A: “How do I coach someone who keeps repeating the same mistake?”

  • A leadership challenge to coach for patterns, not problems

Setting the Stage

Most leaders wait until there’s a problem to start coaching.

  • Something gets missed.

  • A message doesn’t land.

  • A behavior shows up that needs fixing.

And then comes the conversation.

But here’s what I’ve seen again and again:

Fixing problems helps in the moment.

Spotting patterns changes the trajectory.

🔎 THE BIG INSIGHT

Great coaches don’t just solve surface issues.

They help people notice what’s repeating.

Maybe it’s a team member who always rushes the final 10% of a project.

Or someone who stays quiet in meetings, then drops concerns after decisions are made.

Or a leader who micromanages every time the pressure spikes.

One-off feedback won’t change that.

But coaching the pattern?

That’s where transformation happens.

The “Pattern Coaching” Mini-Framework

1. Zoom Out

Don’t just respond to the moment, look for repetition.

Ask yourself:

→ Have I seen this before?
→ Where else does this show up?

2. Make It Safe to Explore

Say:

→ “Can I share something I’ve noticed over time?”
→ “I think there might be a bigger pattern here worth looking at.”

You’re not criticizing, you’re helping them build self-awareness.

3. Ask the Unlocking Question

“Have you noticed this showing up in other places?”

This shifts the conversation from correction to reflection.

And that’s where real growth starts.

Takeaway:

You don’t just want better outcomes.

You want better awareness.

And that comes from coaching people at the pattern level, not just when something breaks.

💬 READER QUESTION

Q: “How do I coach someone who keeps repeating the same mistake?”

First, assume it’s not intentional.

Then create a conversation, not a correction.

Try this:

→ “I’ve noticed this has come up a few times. Can we talk about what’s behind it?”
→ “What feels unclear or tough in those moments?”
→ “What would help you approach it differently next time?”

Don’t coach the symptom. Coach the system behind it.

~ Chad Todd

This week, use this in your next 1:1: “Have you noticed this showing up in other places?” One good question can unlock 10x more than the right piece of advice.