LESSON 22 · HOW TO START A CONVERSATION

Listen With the Goal of Understanding

Thirty-two easy ways to listen with the goal of understanding, the rare skill that makes people want to talk to you.

Listen to understand, not to reply. Understanding is a gift.

30 tipsEasy things to say7-day plan

30 tips that really help

These ideas come from The Fine Art of Small Talk (Debra Fine), How to Talk to Anyone (Leil Lowndes), We Need to Talk (Celeste Headlee), and everyday practice. Pick one tip and try it today.

Photo for the tip: What listening to understand means
TIP 1

What listening to understand means

It means paying full attention to learn what the other person thinks and feels, not to prepare your answer. People notice and feel valued.

TRY THIS
Try it.
Photo for the tip: Stop what you are doing
TIP 2

Stop what you are doing

Turn towards them and put distractions down. Your body shows that they matter.

TRY THIS
Face them.
Photo for the tip: Quiet your inner voice
TIP 3

Quiet your inner voice

Notice the urge to plan your reply and gently let it go. Return to their words.

TRY THIS
Return to them.
Photo for the tip: Listen for feelings
TIP 4

Listen for feelings

Beneath facts are feelings like worry, pride or hope. Listening for feelings shows deep care.

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Hear the feeling.
Photo for the tip: Listen for what matters to them
TIP 5

Listen for what matters to them

Notice what they repeat or say with emphasis. That is the heart of the story.

TRY THIS
Notice repeats.
Photo for the tip: Ask to understand
TIP 6

Ask to understand

Say, can you tell me more about that? or what was the hardest part? Questions that seek understanding invite trust.

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Ask kindly.
Photo for the tip: Check you understood
TIP 7

Check you understood

Say, so you felt left out, is that right? Checking prevents mistakes and shows care.

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Check it.
Photo for the tip: Reflect their feeling
TIP 8

Reflect their feeling

Say, it sounds like that was really hard. Naming feelings helps people feel understood.

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Reflect.
Photo for the tip: Stay curious, not judging
TIP 9

Stay curious, not judging

Suspend your opinions for a while. Understanding comes before agreeing.

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Be curious.
Photo for the tip: Hold back advice
TIP 10

Hold back advice

Many people want to be heard, not fixed. Ask whether they want suggestions.

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Ask first.
Photo for the tip: Allow silence
TIP 11

Allow silence

Pauses give people room to find words. Do not rush to fill them.

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Wait.
Photo for the tip: Thank them for sharing
TIP 12

Thank them for sharing

Say, thank you for telling me. It honours their trust.

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Thank them.
Photo for the tip: Script: inviting
TIP 13

Script: inviting

Tell me more about that, I would like to understand. Say it warmly.

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Use it.
Photo for the tip: Script: checking
TIP 14

Script: checking

So you felt left out when that happened, is that right? Say it gently.

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Use it.
Photo for the tip: Script: reflecting
TIP 15

Script: reflecting

It sounds like that was really hard for you. Say it softly.

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Use it.
Photo for the tip: Script: asking
TIP 16

Script: asking

What was the hardest part of it for you? Say it kindly.

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Use it.
Photo for the tip: Script: closing
TIP 17

Script: closing

Thank you for explaining, I understand much better now. Say it sincerely.

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Use it.
Photo for the tip: Mistake: interrupting with your own story
TIP 18

Mistake: interrupting with your own story

It steals their moment, so wait until they finish.

TRY THIS
Wait.
Photo for the tip: Mistake: solving too quickly
TIP 19

Mistake: solving too quickly

Fast fixes can feel dismissive, so listen first.

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Listen.
Photo for the tip: Mistake: pretending to listen
TIP 20

Mistake: pretending to listen

People can tell, so give honest attention or say you need a moment.

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Be present.
Photo for the tip: Mistake: looking at your phone
TIP 21

Mistake: looking at your phone

Screens signal low priority, so put it away.

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Look up.
Photo for the tip: Mistake: judging in your head
TIP 22

Mistake: judging in your head

Judgement leaks into your face, so stay curious.

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Soften.
Photo for the tip: Troubleshoot: when your mind wanders
TIP 23

Troubleshoot: when your mind wanders

Notice, breathe and return to their eyes and words. Wandering is normal.

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Reset.
Photo for the tip: Troubleshoot: when you disagree
TIP 24

Troubleshoot: when you disagree

Say, I see it differently, and I want to understand how you see it. Both can be true.

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Stay open.
Photo for the tip: Troubleshoot: when they ramble
TIP 25

Troubleshoot: when they ramble

Smile and reflect the main point gently. Kindness steers.

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Steer gently.
Photo for the tip: Troubleshoot: when you feel triggered
TIP 26

Troubleshoot: when you feel triggered

Breathe, ground yourself and say you need a moment. Care for yourself too.

TRY THIS
Pause.
Photo for the tip: Troubleshoot: when on a call
TIP 27

Troubleshoot: when on a call

Close other tabs, nod and use small sounds. Voice carries presence.

TRY THIS
Be present.
Photo for the tip: Drill: ten-minute listening
TIP 28

Drill: ten-minute listening

Listen to a friend for ten minutes without giving advice. Reflect only.

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Try it.
Photo for the tip: Drill: practise reflection
TIP 29

Drill: practise reflection

Write three reflecting phrases and use one today. Notice their reaction.

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Practise.
Photo for the tip: Drill: notice your urge to reply
TIP 30

Drill: notice your urge to reply

Count how often you plan your reply in a chat. Aim to reduce.

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Count.

Easy things to say

When you are stuck, pick one of these. They work in many everyday friendships.

INVITE

“Tell me more about that.”

CHECK

“Did I understand you right?”

REFLECT

“It sounds like that was hard.”

WONDER

“What matters most about it for you?”

THANK

“Thanks for explaining.”

CLOSE

“I understand much better now.”

Your first week

One small action a day. Each day is only a little bigger than the last.

DAY 1
Stop and face them
DAY 2
Quiet your mind
DAY 3
Hear the feeling
DAY 4
Ask to understand
DAY 5
Reflect back
DAY 6
Hold your advice
DAY 7
Thank them

Further reading

  • The Fine Art of Small Talk (Debra Fine)
  • How to Talk to Anyone (Leil Lowndes)
  • We Need to Talk (Celeste Headlee)

The tips above are written in our own words and are general guidance. The books are suggestions for further reading.

More lessons in “How to Start a Conversation”

Keep going. Small steps every day make a big change.

← Previous: Add a Little HumourNext: Put the Phone Away Completely →

  1. Ten Easy Openers for Any Situation
  2. The Weather, the Venue, the Day
  3. Ask What Brought Them Here
  4. The Question That Beats How Are You
  5. Use Your Surroundings
  6. Share a Small Observation
  7. Start With a Compliment on Choice, Not Looks
  8. Open Questions vs Closed Questions
  9. The Follow-Up Question Habit
  10. Ask About Their Story, Not Their Job Title
  11. Ask About Their Weekend Plans
  12. Ask Their Opinion on Something Light
  13. Ask About Passions and Hobbies
  14. Questions to Avoid on a First Chat
  15. The Ping-Pong Rule of Conversation
  16. Give Back as Much as You Ask
  17. Find Common Ground Fast
  18. Use Their Last Words to Continue
  19. Share Opinions and Stories Gently
  20. Move From Small Talk to Meaningful Talk
  21. Add a Little Humour
  22. Listen With the Goal of Understanding
  23. Put the Phone Away Completely
  24. Nod, Smile and Say Mm-Hm
  25. Reflect Back What You Heard
  26. Do Not Plan Your Reply Early
  27. Let Silence Breathe
  28. Remember Details and Bring Them Back
  29. What to Do When the Chat Dies
  30. When Your Mind Goes Blank
  31. When You Disagree
  32. When They Are Shy Too
  33. When Someone Talks Too Much
  34. Recover From a Silly Comment
  35. Join a Group Conversation Smoothly
  36. Start a Chat With a Colleague
  37. Start a Chat With a Neighbour
  38. Exit Lines That Never Offend
  39. Say Goodbye and Plan to Meet Again
  40. Your Daily Conversation Practice
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