Great leadership hinges on relationships—and relationships thrive on empathy. Empathy allows leaders to connect with their teams, foster trust, and create an environment where collaboration and innovation flourish.

But how do you cultivate empathy in your organization?

The answer lies in a simple yet powerful two-word phrase: “Tell me…”

When leaders adopt this phrase and the curiosity it conveys, they unlock the potential for deeper relationships, more meaningful conversations, and greater understanding of their team’s needs and challenges.

Simply using these two words – “Tell me…” – can transform your leadership approach, build empathy, and strengthen connections throughout your organization.

“Tell Me” Builds Genuine Connections

Empathy starts with connection. A simple question like “How are you?” often leads to a one-word answer—but “Tell me about what’s going on with your project” invites a thoughtful response. It communicates genuine interest in what someone is experiencing, opening the door to a deeper dialogue.

For example, instead of asking a team member, “Did you finish the report?” try, “Tell me about how the report came together.” This subtle shift not only focuses on the process but also shows you value their effort and insights.

Why it works: When people feel genuinely heard, they’re more likely to trust you and share openly. That trust strengthens relationships and lays the groundwork for collaboration.

Curiosity Uncovers Hidden Challenges

Empathy requires understanding the struggles and obstacles your team faces. Instead of making assumptions, use “Tell me” to explore their challenges.

For instance, if a team member seems disengaged, avoid quick judgments. Instead, ask, “Tell me about what’s been most frustrating for you lately.” This question invites them to share their perspective and provides you with valuable context to address the root cause.

Why it works: Leaders who dig deeper gain insights that allow them to provide meaningful support. Addressing hidden challenges boosts morale and empowers your team.

“Tell Me” Sparks Empathy Through Active Listening

Empathy isn’t just about asking questions—it’s about truly listening to the answers. When you say, “Tell me more about that,” you encourage the other person to expand on their thoughts, demonstrating your willingness to understand their perspective fully.

During one-on-one meetings, try prompts like, “Tell me what’s been most rewarding in your work lately.” Then, resist the urge to interrupt. Let them share their story. This not only validates their experience but also strengthens the bond between you.

Why it works: Active listening shows that you value their voice, fostering a culture of respect and psychological safety.

“Tell Me” Empowers Self-Reflection

Great leaders don’t just provide solutions; they help others uncover their own. By using “Tell me” to guide conversations, you encourage self-reflection and problem-solving.

For example, if a team member is struggling with time management, you might say, “Tell me about how you’re prioritizing your tasks.” This invites them to assess their approach, paving the way for personal growth and accountability. 

Why it works: Self-reflection, like leadership coaching, leads to greater awareness and ownership, which drives both individual and team development.