Walking Prepared

There’s this old phrase of being “caught flatfooted” that means being surprised by something you completely didn’t expect. In the professional world, nobody wants this, especially when we’re discussing something important with someone. We want to feel like every aspect of that conversation is planned for and pre-considered and totally processed. Only then can we feel completely confident that we are prepared.

But the real world just isn’t like that. You can’t know the future. You can’t know how people are going to be, or what they’re going to say.

So instead of hoping for 100% precognition, we recommend being “Walking Prepared” – skilled at thinking on your feet, asking good questions, and feeling confident that you have a process for coming up with what’s needed in the moment.

In this post, Pete shares a few thoughts about how to achieve this version of preparation. To build these skills in your team, learn more about our WIN-it program.

Most People Want to Feel “Fully Prepared”

After working with thousands of professionals on formal presentations, one theme shows up again and again: people want to feel fully prepared. And that makes sense—for scripted moments, you can rehearse, refine, and control the message.

But spontaneous moments? Those are different. You can’t plan for every question, curveball, or unexpected shift. Trying to prepare for every possible scenario actually increases anxiety rather than reducing it.

The Goal Isn’t Prepared — It’s “Walking Prepared”

Instead of trying to predict every situation, we teach people to be walking prepared—to carry a few guiding principles that help them respond confidently in any moment.

1. Get Clear on the Actual Problem

When something urgent or emotional happens, the first reaction is often confusion. Before responding, slow things down:

  • What exactly is the issue?
  • Who is affected?
  • What’s the real challenge beneath the emotion?

Sometimes this takes 10 seconds. Sometimes it takes 10 minutes. Either is fine. The goal is shared clarity.

2. Define the Target State

Once you understand the current situation, shift the conversation to the opposite of the problem—the desired outcome. What does “better” look like for the people involved? What will they need, feel, or experience?

This is where alignment happens. This is where tension drops. And this is where direction begins.

3. Identify Who Will Do What

This is the bridge between now and better. And in many spontaneous situations, the honest first answer might be:

“I don’t know yet.”

That’s not a weakness. It’s honest, and it’s professional—as long as you follow it with forward motion:

“I don’t know right now, but here’s what I’m going to do to figure it out.” or “Here’s what we’re going to do to get clarity.”

You Don’t Need All the Answers — You Need a Process

Walking prepared means you can think, respond, and lead in real time because you always know how to hit these three points:

  • Here’s the situation.
  • Here’s what better looks like.
  • Here’s how we’ll move from here to there.

If you can do that with calm confidence, you can show up with strong presence in any spontaneous moment—without needing everything figured out in advance.

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