616 | How to Address Underperforming Leaders Without Crushing Their Confidence

Maybe you’ve got someone on your team who’s struggling, and you’re dreading the conversation. You don’t want to demoralize them, but you also can’t ignore the problem.

So how do you have the conversation in a way that leads to improvement and not fear? That is what we’re diving into on today’s episode of The Chris LoCurto Show.

Leading people is one of the toughest things you’ll do in business. And it gets even harder when a leader on your team isn’t performing well. Do you come down on them? Do you let it slide? Do you hope they’ll figure it out on their own? (Spoiler: That last one never works.)

Today, I’ll walk you through how to handle these conversations the right way—so you can actually fix the problem instead of creating fear or resentment. We’ll cover the two main types of underperforming leaders, how to approach these conversations with curiosity instead of criticism, and how to get real solutions that actually stick.

And, of course, I’ll share real-world examples along the way—because I want you to see how this works in action. Let’s dive in!


Episode Breakdown with Timestamps:

IBM Story (00:01:30)

Before we dive into strategies, I share a powerful story from IBM’s turnaround, showing how their CEO led tough conversations with curiosity and clarity—leading to one of the biggest business recoveries in history.

Understand the Two Types of Underperforming Leaders (00:03:03)

Not all struggling leaders are the same. I break down the difference between the ‘aware but stuck’ leader and the ‘oblivious’ underperformer—and why each requires a different approach. (With examples!)

Start the Conversation with a Gentle Hand (00:09:21)

Tough conversations shouldn’t feel like an attack. Here, I explain how starting with empathy and curiosity lowers defenses and makes leaders want to improve.

Get Their Perspective Before Jumping to Conclusions (00:12:57)

You may think you know why someone is underperforming—but until you ask the right questions, you don’t. This section shows how to gather key insights before making assumptions.

Shift the Focus to Solutions and Ownership (00:16:02)

Instead of guilting someone into improvement, guide them toward real solutions they can take ownership of. I give practical steps to make this work, especially for leaders struggling with delegation.

Next-Level Leadership LIVE Event 2025 (00:18:54)

If you’re tired of your business running on stress and frustration, this is the event for you. I break down what you’ll gain at Next-Level Leadership LIVE and how it will help your business run without you having to do everything yourself.

Set Clear Next Steps with Encouragement (00:21:46)

Telling someone to ‘just do better’ doesn’t work. Instead, I explain how to set clear expectations, check in consistently, and ensure long-term improvement.

Additional Resources (00:24:49)

Want to go deeper? I recommend two past episodes where we role-play tough conversations, so you can see exactly how to handle these situations in real life.


Underperformance doesn’t have to be a crisis—it’s an opportunity for leadership growth. If you handle these conversations with curiosity, empathy, and clarity, you’ll see stronger leadership on your team and better results across the board.

So ask yourself: Who on your team needs this conversation today? And how can you approach it in a way that leads to real change—not just temporary compliance?

Do this well, and you won’t just fix performance issues—you’ll develop a team of leaders who want to improve and take ownership.

That’s it for today’s episode! Now go take action. Change your leadership, change your business, change your life!

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Meet Chris LoCurto

CEO

Chris has a heart for changing lives by helping people discover the life and business they really want.

Decades of personal and leadership development experience, as well as running multi-million dollar businesses, has made him an expert in life and business coaching. personality types, and communication styles.

Growing up in a small logging town near Lake Tahoe, California, Chris learned a strong work ethic at home from his full-time working mom. He began his leadership and training career in the corporate world, starting but at E'TRADE.

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