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🦋 The Step Most Leaders Miss After Empathy
Why compassion is the real superpower for difficult conversations
Dalai Lama, once said, "Compassion is not a religious business, it is a human business... it is a question of human survival."
In the world of leadership, this has never been more true. Empathy allows us to connect with our team's challenges. But compassion—the active desire to help them overcome those challenges—is what ensures your team's survival, and its success.
In today's newsletter, I want to talk about empathy from a new angle—not as a fluffy "you're a good person if you're empathetic" perspective, but from a practical standpoint, showing how it can enable you to become a better leader, especially when you transition from empathy to compassion 👇
🌍 Why Humans Rule the World?
Chimpanzees are stronger. Lions are faster. Elephants are bigger. Yet, humans dominate the planet. Why? Not because of muscle, but because of mental strength: our ability to communicate, plan, and, above all, understand each other's minds.
Empathy is an evolutionary mechanism that made collaboration possible. It allowed humans to cooperate and survive challenges far bigger than any individual could handle alone. Empathy isn't about being nice—it's about survival. It enables humans to build tribes, organizations, and nations.
In modern organizations, the same holds true: empathy fuels trust, and trust is the currency of effective collaboration. Leaders who skip empathy may win compliance, but they'll never earn long-term commitment.
Google's Project Aristotle found that psychological safety—rooted in empathy—was the strongest predictor of high-performing teams. A 2021 Catalyst study showed employees with empathetic leaders were 3x more engaged and 61% more innovative. In other words: empathy isn't a "soft" trait—it's a hard competitive advantage.
But empathy by itself isn't enough. Stopping at "I feel what you feel" can leave leaders stuck in the quicksand of someone else's pain or fear. The real leadership strength comes when you know how—and when—to take the next step: turning empathy into compassion.
❤️ From Empathy to Compassion
Empathy is the ability to understand and share another person's emotions, but if we stop there, it can overwhelm us or even paralyze us. Compassion is a deeper feeling that includes the desire to act and alleviate someone's suffering - it combines emotional understanding with the motivation to act and support. Neuroscience research shows compassion activates brain regions linked to reward and resilience, making it more sustainable than raw empathy alone. For leaders, this transition matters because it transforms difficult conversations from draining encounters into opportunities for constructive action and change.
Empathy is hearing the storm. Compassion is handing them an umbrella.
🔄 How do you know it's time to switch to compassion action?
Look for signals that empathy has "landed":
The other person's body relaxes—shoulders drop, tone softens, eye contact returns.
They say something like "Exactly, that's it" or nod in recognition.
The energy in the room shifts from defensive to reflective.
That's your cue. Stay too long in empathy mode, and conversations loop endlessly around emotions. Pivot too soon, and people won't feel heard. The sweet spot is when emotional acknowledgement has opened a door.
Example: Imagine you're leading a project, and a key team member pushes back in a meeting:
"This new approach is unrealistic. We're already overloaded—there's no way we can handle this."
If you jump straight to logic: "We have no choice, deadlines are fixed"—they'll feel dismissed and resist harder.
If you only empathize: "I get that you feel overwhelmed"—they may feel heard, but nothing moves forward.
If you empathize, then shift to compassion: "I hear how heavy this feels, and you're worried we're being stretched too thin. What part of the plan feels most unmanageable, and how could we adjust it together?"
Here, empathy lowers the defense ("they understand me"), and compassion redirects the energy into co-creating a solution ("they want to help me move forward").
🛠️ Tactical Empathy: Compassion in Action
Chris Voss, the former FBI hostage negotiator, calls it tactical empathy. He couldn't afford just "fluffy" empathy—lives were on the line. Tactical empathy is the discipline of labeling someone's emotions, making them feel understood, and then guiding the conversation toward resolution.
It's about demonstrating that you understand the other person's perspective so deeply that they can no longer stay stuck in defensiveness.
In leadership, the same principle applies. Whether you're dealing with an upset team member, a skeptical stakeholder, or a resistant community partner, tactical empathy helps you:
Defuse tension: Acknowledge emotions directly. "It seems like you're worried this will fail."
Build trust: People lower their guard when they feel seen, even if you don't agree with them.
Shift the frame: Once trust is built, pivot with compassion: "How can we address that concern together?"
🧠 How to Practice Tactical Empathy / Compassion
Here's a simple exercise you can use in your next difficult conversation:
Listen actively: Not just for words, but for emotions underneath. Are they frustrated? Worried? Hopeful?
Label the emotion: Say it out loud. "It sounds like you're frustrated." or "It seems like you're concerned this won't work."
Pause: Don't rush. Let the other person absorb that you've seen them.
Don't add a "but": Resist the urge to follow with your counterpoint. Sit in recognition first.
Build from there: Once they feel heard, then offer your perspective. Create space for co-creating solutions. Ask "What can we do to address that together?"
It may feel awkward at first. But you'll notice quickly: the air changes. The intensity drops. People open up.
Before we talk about the key mindshifts, be sure to check out our partners - keep up with what matters in the world with an impartial newsletter trusted by over 140k people around the world 👇
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💡 Key Mindshifts
Empathy doesn't only make you a good person, it makes you a more effective leader.
Empathy isn't weakness—it's strategy. The leaders who can read the emotional terrain are the ones who win the hardest battles.
Trust is built when people feel understood. Without empathy, there is no trust. Without trust, there is no influence.
Empathy lowers defenses; compassion moves conversations forward.
Our survival as humans—and our success as leaders—rests on mastering both.
The real strength of a leader is not what they feel, but what they do with it!
Today, we finish our September series about Difficult Conversations. Over the next month, we will explore the art of Systems Thinking and learn to see beyond what is obvious.
Until next week, go and have that tough conversation you know you need to have, because that is the only way to solve problems that matter. And that is what it takes to exercise leadership ✊
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