Business leader coaching a team through thoughtful questions and collaborative discussion.

Great Leaders Ask Better Questions

September 03, 20265 min read

Great Leaders Ask Better Questions

Leaders are expected to make decisions.

But before you can make a good decision, you need good information.

And sometimes the biggest obstacle isn't that the information doesn't exist.

It's that no one has asked the right question.

Think about how often leaders walk into conversations believing they already understand the situation.

We see a missed deadline and assume we know what happened.

We see declining performance and think we know the cause.

We hear a customer complaint and immediately start looking for a solution.

We notice tension on the team and form an opinion about the problem.

But what if we're wrong?

One of the most valuable habits a leader can develop is curiosity.

Because great leaders don't just ask questions to get answers.

They ask questions to discover what they don't already know.

The Question You Ask Shapes the Answer You Get

Consider a team that isn't hitting its goals.

You could ask:

"Why aren't we hitting our numbers?"

You'll probably get an explanation.

But what if you asked:

"What's getting in the way of us hitting our numbers?"

Now you may uncover an obstacle.

Or:

"What are we doing that isn't producing the result we expected?"

Now you're examining the strategy.

Or:

"What are we assuming is true that may no longer be true?"

Now you're challenging the team's thinking.

Same problem.

Very different conversations.

The quality of the answers you get often depends on the quality of the questions you ask.

Ask Questions That Uncover Blind Spots

Every leader has blind spots.

The danger isn't having them.

The danger is leading as though you don't.

That's why one of my favorite leadership questions is incredibly simple:

"What am I missing?"

Think about the power of that question.

It acknowledges that you may not have the complete picture.

It gives other people permission to contribute information you haven't considered.

And it creates an opportunity for someone to challenge your thinking.

Other questions can do the same thing:

"What aren't we talking about that we should be?"

"Whose perspective haven't we considered?"

"What could go wrong that we're not preparing for?"

"What are we assuming?"

These questions aren't about proving how much the leader knows.

They're about discovering what the leader doesn't know.

Ask Questions That Create Clarity

Many workplace problems that look like performance problems are actually clarity problems.

Two people can leave the same meeting believing completely different things were decided.

A leader says, "Let's get this taken care of quickly."

What does quickly mean?

Today?

This week?

Before the next meeting?

A better question might be:

"What does success look like?"

Then:

"Who owns this?"

"What needs to happen next?"

"When will it be completed?"

"How will we know we've succeeded?"

Those questions turn assumptions into expectations.

And expectations into action.

Ask Questions That Challenge Assumptions

One of the most dangerous phrases in business is:

"We've always done it this way."

Markets change.

Customers change.

Technology changes.

Employees change.

Your business changes.

Yet organizations can continue operating on assumptions that haven't been challenged in years.

That's why leaders need questions such as:

"If we were starting from scratch today, would we still do it this way?"

"What would we stop doing if we weren't already doing it?"

"What evidence do we have that this is still working?"

"What would have to be true for this idea to succeed?"

Sometimes the best leadership question isn't designed to solve a problem.

It's designed to challenge the thinking that created the problem in the first place.

Ask Questions You May Not Want the Answer To

Here's where asking better questions gets harder.

It's easy to ask questions about everyone else.

It's harder to ask questions that might reveal something about your own leadership.

Try asking your team:

"What do you need from me that you're not getting?"

Or:

"Is there anything I'm doing that makes your job harder?"

Or:

"What could I do differently that would help this team perform better?"

Those questions require more than curiosity.

They require humility.

And if you're going to ask them, you have to be prepared to listen without immediately defending yourself.

You don't have to agree with every piece of feedback you receive.

But you should be willing to hear it.

Because sometimes the information a leader most needs is the information people are most hesitant to give them.

Don't Ask If You're Not Willing to Listen

There's an important distinction between asking a question and genuinely wanting an answer.

Sometimes leaders ask:

"What do you think?"

But what they really mean is:

"Tell me you agree with me."

That's not curiosity.

And your team will figure it out quickly.

If you ask for someone's perspective and immediately explain why they're wrong, eventually they'll stop giving it.

If you ask for feedback and become defensive, eventually people will stop being honest.

If you ask for ideas but never seriously consider them, eventually people will stop offering them.

A great question only works when it's followed by great listening.

Build a Better Leadership Question Bank

You don't need dozens of complicated questions.

You need a handful of powerful ones you use consistently.

Here are seven worth keeping:

What am I missing?

What are we assuming?

What aren't we talking about that we should be?

What does success look like?

What's getting in the way?

What would you do differently?

What do you need from me that you're not getting?

Those questions can change a meeting.

They can change a decision.

They can change a relationship.

And sometimes they can change the direction of a business.

This Week's Leadership Challenge

This week, choose one question you don't normally ask.

Take it into your next leadership conversation or team meeting.

Maybe it's:

"What am I missing?"

Or:

"What are we assuming?"

Or perhaps the hardest one:

"What do you need from me that you're not getting?"

Then do something that can be surprisingly difficult for leaders.

Listen.

Don't defend.

Don't explain.

Don't immediately solve.

Get curious.

Because leadership isn't just about having better answers.

Sometimes the breakthrough comes from asking a better question.

If you're ready to strengthen your leadership, develop your people, and build a stronger business, let's connect.

👉 Book a complimentary strategy call or explore our upcoming workshops, events, and coaching opportunities at GetIntoActionNow.com.

Let's Grow. Let's Go!

Dona Kappmeyer
ActionCOACH KGP

Dona Kappmeyer

Dona Kappmeyer

CEO, Firm Owner, Business Coach, Strategic Advisor, Speaker, Author, Podcaster

LinkedIn logo icon
Youtube logo icon
Back to Blog