THE LEADERSHIP LISTENING PARADOX: Why You Can't Hear Them Until You Listen to Yourself
- Leksana TH

- Dec 6, 2021
- 6 min read
Updated: Nov 17
Listening is a skill that can seem deceptively simple. Most of us believe we listen well, but truly deep listening—the kind that fosters empathy, trust, and understanding—goes beyond just hearing words. When practiced sincerely, deep listening becomes an engaged and active process that transforms relationships, strengthens communication, and enhances leadership. Thought leaders across psychology, leadership, and mindfulness have shown us that effective listening is not passive but a profoundly intentional act that requires full presence, empathy, and an openness to understanding beyond words.

You're in a high-stakes meeting.
A direct report, "Dona," is visibly upset. She's outlining all the "impossible" flaws in a project you're leading.
You lean forward, deploy your best "leader" voice, and say, "Dona, I hear that you're frustrated."
On the outside, you are the very picture of an engaged, "active listener."
On the inside, your mind is screaming: > "We are two weeks from launch. Why is she getting emotional now?" > "This is a distraction. She's not a team player." > "Just get to the point so I can fix this and we can move on."
Dona sees your fixed "listening" face. She senses your impatience.
She stops talking, her shoulders slump, and she says, "You know what? Never mind. It's fine."
You just failed.
This is the most common failure in leadership communication. The leader said all the right words but failed the interaction. Why? Because their internal state (impatience, agenda, judgment) was broadcasting so loudly that it drowned out any attempt at connection.
We've been told that listening is an external skill—a set of techniques like paraphrasing and maintaining eye contact. That's not just wrong; it's backwards.
Listening is an internal discipline first and an external skill second.
This is the Leadership Listening Paradox: You cannot genuinely hear what someone else is saying until you can first quiet the "noise" in your own head.
For leaders, the "essence of listening" is not a single skill but a dual practice.
Pillar 1: Mindful Presence (The Inner Game): Actively managing your internal dialogue, biases, and "fix-it" impulse.
Pillar 2: Empathetic Connection (The Outer Game): Genuinely attuning to the other person's world.
You simply cannot have Pillar 2 without mastering Pillar 1.
Pillar 1: The Inner Game (Mastering Your Internal Noise)
The most challenging person to listen to in any conversation is yourself.
As an executive or leader, your mind is a high-performance engine trained to solve, judge, and act. The moment someone starts talking, that engine flares to life, generating a deafening "internal noise."
This noise sounds like:
The "Fix-It" Voice: "Here's the solution... here's what they should do..."
The "Judgment" Voice: "That's a stupid idea." "They are being too emotional."
The "Agenda" Voice: " How can I steer this conversation back to my point?"
The "Hurry" Voice: "I have another meeting in 10 minutes. Get to the point."
You cannot be present for another person when this internal monologue is hijacking your attention.
This is where Daniel Goleman's work on Emotional Intelligence becomes paramount. The foundational competency is not empathy; it is Self-Awareness. This is the in-the-moment ability to recognize your own emotional triggers as they are happening.
As Zen Master Thich Nhat Hanh taught, mindful listening requires us to "listen with the sole purpose of helping the other person to empty their heart." This is a profound leadership act, but it is impossible if your own mind is already full.
📦 Corporate Example: The "Dinosaur" Manager
A Chief Human Resources Officer (CHRO) is listening to a senior line manager, David, complain about a new diversity & inclusion policy.
The CHRO's "Noise": Her internal "Judgment Voice" immediately flares up. "This guy is a dinosaur. He's just resistant to change. I need to defend the policy and explain the legal risks he's creating."
The "Mindful" Practice (Pillar 1): The CHRO notices this surge of defensiveness. She mentally tags it ("Ah, that's my 'defense' voice") and consciously sets it aside. She silences her impulse to "win" the argument and instead gets curious.
The Result: With her internal noise quieted, she can ask a real question: "David, help me understand what the specific impact of this policy's rollout will be on your team next month."
Because she didn't attack, David didn't have to defend. He reveals the real problem: His team is already at 120% capacity for a different compliance rollout (Sarbanes-Oxley) and has zero bandwidth. His "resistance" wasn't ideological; it was purely logistical.
By managing her inner game, the CHRO identified a critical implementation flaw that her "fix-it" voice would have completely missed.
Pillar 2: The Outer Game (Moving from Hearing to Attuning)
Only after you have consciously quieted your internal noise do you have the capacity for genuine empathetic connection.
This is where you shift from sympathy (feeling for them) to empathy (feeling with them). Sympathy is detached: "That's too bad for you." Empathy is a vulnerable choice, as Brené Brown says. It's the willingness to connect with the emotion they are feeling, not just the words they are saying.
Empathy in a leadership context isn't about being "soft." It's about gathering better data. When you connect with the underlying emotion—frustration, fear, boredom, or excitement—you get to the root cause of an issue, not just its symptom.
This is what Simon Sinek describes when he talks about the "Circle of Safety." As a leader, your empathetic listening is what creates psychological safety in a one-on-one interaction. When you listen purely to understand—not to judge, rebut, or fix—you non-verbally communicate, "You are safe with me. Your perspective matters."
📦 Corporate Example: The Disengaged High-Performer
A VP has a high-performing "star" on her team, Alex, who has been delivering his numbers but seems disengaged and quiet in meetings.
Failed (Non-Mindful) Approach: The VP calls him in. "Alex, your numbers are great, but your attitude is down. I need you to be a team player. What's the problem?" (This is 100% the VP's agenda—it's "Fix-it," "Judgment," and "Hurry" all in one).
The Mindful-Empathic Approach (Pillars 1 & 2):
Pillar 1 (Inner Game): The VP silences her "Hurry" voice. Her only goal for this meeting is to understand Alex's world.
Pillar 2 (Outer Game): She starts with an observation and a genuine question: "Alex, your work is as strong as ever, but I get the sense you've been quieter in our team meetings lately. I just want to check in—how are things really going for you?"
Because the VP created a non-judgmental, non-agenda-driven space, Alex can be honest.
He reveals the real data: "I appreciate you asking. Look... I'm bored. I've mastered this role, and I've been on this same project for 18 months. I don't see a growth path, and I'm starting to wonder if my future is here."
This is priceless, actionable data. The "fix-it" approach would have triggered Alex's defenses. The Mindful-Empathic approach just saved one of the company's best employees from quitting.
The Synthesis: How Your Presence Unlocks Their Truth
This brings us back to the image: "Listen not just to what has been said, but listen to the silence."
We've explored this quote before, but here is its deepest meaning: You cannot hear their silence until you have first created your own.
Here is the "Listening Loop" that elite leaders use:
Your Mindful Presence (Pillar 1) silences your internal noise.
This internal quiet allows you to offer Empathetic Connection (Pillar 2).
This genuine empathy creates Psychological Safety for the other person (as Amy Edmondson defines it).
When people feel truly safe, they stop just saying what has been said (the "corporate script" they think you want to hear).
...And they finally start to reveal what is in their silence (the real risk, the true feeling, the unformed-but-brilliant idea).
The "silence" you are listening for is the truth. And your own internal stillness is the key that unlocks it.
Your Call to Listen
Stop trying to "master" ten active-listening techniques. Master this one dual practice. The most advanced listening skill isn't a new script to memorize; it's a new discipline to cultivate.
It's not a soft skill. It's the very core of strategic leadership.
Here is your practice:
The "Notice & Name" Practice: In your next hard conversation, just notice your own internal reactions. As they pop up, silently label them: "Ah, that's my 'fix-it' bias." "That's impatience." "That's my defensiveness." You don't have to stop them. Just seeing them is the first and most powerful step.
The "One-Breath" Rule: Before you reply to any emotionally charged statement—especially one that triggers you—take one full, conscious breath. This is the micro-habit that builds the mindful-empathic loop. It creates just enough space between their words and your reaction to choose a Pillar 2 response.
The "Tell Me More" Opener: When you feel your "Fix-It" voice about to jump in, use this phrase instead: "That's an important point. Tell me more about that." This single sentence forces you to stay in listening mode and quiet your own agenda.
The journey of leadership listening, therefore, doesn't begin with their words. It begins with your own. Quiet your internal noise, and you will finally hear what matters most.
Leksana TH



