LESSON 26 · HOW TO START A CONVERSATION

Do Not Plan Your Reply Early

Thirty-two easy ways not to plan your reply early, so you really hear people and your answers come out naturally.

Listen first, speak second. Trust your words to arrive.

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: Why early planning backfires
TIP 1

Why early planning backfires

When you rehearse your reply while someone talks, you miss half of what they say. Their words are the best guide to your answer.

TRY THIS
Listen first.
Photo for the tip: Notice the urge to plan
TIP 2

Notice the urge to plan

It feels like preparation, but it blocks listening. Spotting it is the first step.

TRY THIS
Notice it.
Photo for the tip: Breathe and refocus
TIP 3

Breathe and refocus

A slow breath brings you back to their face and voice. Return gently each time.

TRY THIS
Breathe.
Photo for the tip: Listen to the whole sentence
TIP 4

Listen to the whole sentence

Do not start composing until the end. You can think after they finish.

TRY THIS
Wait for the end.
Photo for the tip: Wait one second before replying
TIP 5

Wait one second before replying

A short pause gives your brain time to craft a natural reply. It also shows care.

TRY THIS
Pause.
Photo for the tip: Trust yourself
TIP 6

Trust yourself

You have been answering people all your life. Your words will come.

TRY THIS
Trust it.
Photo for the tip: Reply simply
TIP 7

Reply simply

A short, honest answer is better than a perfect one. Keep it plain.

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Be simple.
Photo for the tip: Echo their words
TIP 8

Echo their words

If your mind goes blank, repeat a key word and ask about it. Easy rescue.

TRY THIS
Use an echo.
Photo for the tip: Ask a question instead
TIP 9

Ask a question instead

Questions take pressure off you. Ask, what was that like?

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Ask.
Photo for the tip: Let go of impressing
TIP 10

Let go of impressing

Trying to sound clever blocks listening. Aim to understand instead.

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Aim to connect.
Photo for the tip: Practise in low-risk chats
TIP 11

Practise in low-risk chats

Try listening fully with a barista or neighbour. Small practice builds trust.

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Start small.
Photo for the tip: Notice how it feels
TIP 12

Notice how it feels

After a chat, notice if you felt lighter. Presence is calming.

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Reflect.
Photo for the tip: Script: pausing
TIP 13

Script: pausing

Let me think about that for a moment, it is a good question. Say it calmly.

TRY THIS
Use it.
Photo for the tip: Script: listening
TIP 14

Script: listening

I am listening, please go on. Say it warmly.

TRY THIS
Use it.
Photo for the tip: Script: asking
TIP 15

Script: asking

Can you tell me a bit more about that? Say it with interest.

TRY THIS
Use it.
Photo for the tip: Script: honest
TIP 16

Script: honest

I lost my thread for a second, could you say that again? Say it kindly.

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

Script: closing

Thanks for waiting while I thought, I enjoyed that. Say it sincerely.

TRY THIS
Use it.
Photo for the tip: Mistake: rehearsing your reply while they talk
TIP 18

Mistake: rehearsing your reply while they talk

It makes you miss their words, so let go and listen.

TRY THIS
Listen.
Photo for the tip: Mistake: finishing their sentences
TIP 19

Mistake: finishing their sentences

It can feel rude, so wait for their words.

TRY THIS
Wait.
Photo for the tip: Mistake: interrupting because you are afraid of forgetting
TIP 20

Mistake: interrupting because you are afraid of forgetting

Notes help, so jot a word or trust your memory.

TRY THIS
Take a breath.
Photo for the tip: Mistake: thinking silence is failure
TIP 21

Mistake: thinking silence is failure

Short silences are natural, so stay calm.

TRY THIS
Relax.
Photo for the tip: Mistake: forcing clever replies
TIP 22

Mistake: forcing clever replies

Clever tries feel stiff, so be simple.

TRY THIS
Be real.
Photo for the tip: Troubleshoot: when your mind races
TIP 23

Troubleshoot: when your mind races

Slow your breath and feel your feet. Come back to their voice.

TRY THIS
Ground yourself.
Photo for the tip: Troubleshoot: when you really have a point to make
TIP 24

Troubleshoot: when you really have a point to make

Jot a keyword and return to listening. Your point will wait.

TRY THIS
Jot one word.
Photo for the tip: Troubleshoot: when you feel nervous
TIP 25

Troubleshoot: when you feel nervous

Tell yourself, I only need to listen. This lowers pressure.

TRY THIS
Reduce pressure.
Photo for the tip: Troubleshoot: when you forget what they said
TIP 26

Troubleshoot: when you forget what they said

Say, sorry, can you repeat that? Honesty is respectful.

TRY THIS
Ask again.
Photo for the tip: Troubleshoot: when in a fast group chat
TIP 27

Troubleshoot: when in a fast group chat

Listen for the topic, add a short comment later. Do not chase every thread.

TRY THIS
Pace yourself.
Photo for the tip: Drill: listen fully for five minutes
TIP 28

Drill: listen fully for five minutes

In one chat resist planning replies for five minutes. Notice what changes.

TRY THIS
Try it.
Photo for the tip: Drill: pause practice
TIP 29

Drill: pause practice

Wait one second before every reply today. Count.

TRY THIS
Practise.
Photo for the tip: Drill: breathe and listen
TIP 30

Drill: breathe and listen

Take one breath before each reply for a day. Notice calm.

TRY THIS
Try.

Easy things to say

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

PAUSE

“Let me think about that for a moment.”

LISTEN

“I am listening, go on.”

TRUST

“Whatever I say will come.”

ASK

“Can you tell me a bit more?”

THANK

“Thanks for waiting.”

CLOSE

“I enjoyed that.”

Your first week

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

DAY 1
Notice the urge
DAY 2
Breathe
DAY 3
Listen to the end
DAY 4
Wait one second
DAY 5
Trust yourself
DAY 6
Reply simply
DAY 7
Ask a question

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: Reflect Back What You HeardNext: Let Silence Breathe →

  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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