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Empathy

When did you last understand someone well enough to change your own mind?

People don't care what you know until they know that you care. Empathy builds trust. Trust enables everything else.

Without EmpathyWith Empathy
Solve wrong problemsSolve felt problems
Persuade through logic onlyConnect then persuade
Manage peopleLead people
Build featuresBuild what matters

Three Types

Not all empathy works the same way:

TypeWhat It DoesWhen to UseRisk
CognitiveUnderstand their perspective intellectuallyNegotiation, product design, strategyCold — understands without feeling
EmotionalFeel what they feelCoaching, support, deep relationshipsOverwhelm — absorbing others' pain
CompassionateUnderstand, feel, then actLeadership, crisis, serviceBurnout — giving more than you have

Most people default to one type. The skill is choosing which one the moment needs.

Perspective Diagnostic

Before any important conversation, meeting, or design decision:

QuestionWhat It Reveals
What are they optimising for?Their real priority, not their stated one
What pressures are they under?Constraints you can't see from your position
What are they afraid of losing?The hidden objection driving their behaviour
Who's watching them?Social context that shapes what they'll say
What would I do in their position?Your assumptions about their situation

The gap between their stated position and their felt experience is where the real conversation lives.

Attunement Signals

What to watch beyond words:

SignalWhat It Might Mean
Says "fine" with flat toneNot fine
Answers a different questionAvoiding the real one
Body leans awayDisagreement or discomfort they won't voice
Hedging language ("maybe", "sort of")Uncertainty or fear of commitment
Repeating the same pointThey don't feel heard yet
Asking about others' opinionsSeeking permission or safety in numbers

Noticing is step one. Not interpreting too quickly is step two.

Common Failures

FailurePatternFix
Fix-it modeJumping to solutions before understanding"Tell me more" before "Here's what I think"
ProjectionAssuming they feel what you'd feelAsk, don't assume
Sympathy swap"I know exactly how you feel" (you don't)"That sounds really hard"
Selective empathyEasy with people like you, hard with othersPractice with people who frustrate you
Weaponised empathyUsing understanding to manipulateCheck: are you serving them or yourself?

Practice Protocol

  1. Listen without planning your response — Be present, not ahead
  2. Ask about experience, not opinions — "What was that like?" beats "What do you think?"
  3. Name the emotion — "It sounds like you're frustrated" — let them correct you
  4. Imagine their constraints — What would you do with their resources, history, and pressures?
  5. Read fiction — Characters build empathy muscles that transfer to real people

The Shadow

Enmeshment. Absorbing others' emotions until you can't function. Losing yourself in their experience. Empathy without boundaries drains. Empathy without action is just feeling bad together.

By Archetype

ArchetypeEmpathy Style
CoachUses empathy to unlock what someone can't see in themselves
DreamerUnderstands what people want to become
RealistEmpathy grounded in evidence — what they do, not just what they say

Context

  • Listening — You can't empathise with what you didn't hear
  • Selling — Empathy qualifies demand before pitching
  • Negotiation — Tactical empathy as competitive advantage
  • Character — Empathy as moral foundation