LESSON 08 · HOW TO START A CONVERSATION

Open Questions vs Closed Questions

Thirty-two easy ways to use open questions instead of closed ones, so conversations flow instead of stopping.

Open questions open doors. Closed ones close them.

28 tipsEasy things to say7-day plan

28 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: The difference
TIP 1

The difference

Closed questions get yes or no. Open questions get stories. Stories keep chats alive.

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Learn it.
Photo for the tip: Spot closed questions
TIP 2

Spot closed questions

Did you like it? Is it your first time? Are you from here? These get short answers.

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Notice yours.
Photo for the tip: Swap the first word
TIP 3

Swap the first word

Change did you like it to what did you like about it. A small change makes a big difference.

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Swap.
Photo for the tip: Use what
TIP 4

Use what

What was the best part? What made you choose that? What is next?

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Try what.
Photo for the tip: Use how
TIP 5

Use how

How did you get started? How was the trip? How did it feel? Stories follow.

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Try how.
Photo for the tip: Use why gently
TIP 6

Use why gently

Why can sound sharp, so soften: what made you choose that?

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Soften it.
Photo for the tip: Use tell me about
TIP 7

Use tell me about

Tell me about your weekend. It is warm and open.

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Use it.
Photo for the tip: Use describe
TIP 8

Use describe

Describe your perfect day. Fun and creative.

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Use it.
Photo for the tip: Mix open and closed
TIP 9

Mix open and closed

Closed questions are fine for facts. Use open ones for stories.

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Balance.
Photo for the tip: Wait for the full answer
TIP 10

Wait for the full answer

Do not interrupt. Silence after the question is okay.

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Wait.
Photo for the tip: Ask one at a time
TIP 11

Ask one at a time

Two questions at once confuse. Ask and listen.

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One at a time.
Photo for the tip: Follow up on details
TIP 12

Follow up on details

Pick a word from their answer and ask more. This is the secret.

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Follow up.
Photo for the tip: Script: what
TIP 13

Script: what

What did you enjoy most about it? Say it warmly.

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

Script: how

How did you get started with that? Say it with interest.

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Use it.
Photo for the tip: Script: tell me
TIP 15

Script: tell me

Tell me about your weekend, I would love to hear. Say it kindly.

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

Script: describe

What would your perfect day look like? Say it playfully.

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

Script: closing

Thanks for sharing that, it was interesting. Say it sincerely.

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Use it.
Photo for the tip: Mistake: asking only yes or no questions
TIP 18

Mistake: asking only yes or no questions

They end chats fast, so use open ones.

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Open up.
Photo for the tip: Mistake: firing too many questions
TIP 19

Mistake: firing too many questions

It feels like an interview, so share too.

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Balance.
Photo for the tip: Mistake: asking why too sharply
TIP 20

Mistake: asking why too sharply

It can feel like blame, so soften.

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Soften.
Photo for the tip: Troubleshoot: when they answer in one word
TIP 21

Troubleshoot: when they answer in one word

Add, tell me more, or what was the best part? A second open question helps.

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Try again.
Photo for the tip: Troubleshoot: when you run out of questions
TIP 22

Troubleshoot: when you run out of questions

Use what, how and tell me about as starters. Combine with their words.

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Use starters.
Photo for the tip: Troubleshoot: when they ask you open questions
TIP 23

Troubleshoot: when they ask you open questions

Answer in a few sentences and ask back. Share the floor.

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Share.
Photo for the tip: Troubleshoot: when you feel interrogating
TIP 24

Troubleshoot: when you feel interrogating

Add a comment between questions. Mix talk and questions.

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Comment.
Photo for the tip: Troubleshoot: when you are shy
TIP 25

Troubleshoot: when you are shy

Prepare three open questions before events. Keep them handy.

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Prepare.
Photo for the tip: Drill: convert ten questions
TIP 26

Drill: convert ten questions

Take ten closed questions and turn them into open ones. Say them aloud.

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Convert.
Photo for the tip: Drill: open-question day
TIP 27

Drill: open-question day

For one day use only open questions in chats. Notice the difference.

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Try.
Photo for the tip: Drill: write five starters
TIP 28

Drill: write five starters

Write five open question starters on a card. Use them.

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Write.

Easy things to say

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

OPEN

“What did you enjoy most about it?”

OPEN

“How did you get started?”

OPEN

“Tell me about your weekend.”

OPEN

“What was that like?”

THANK

“Thanks for sharing.”

CLOSE

“That was interesting.”

Your first week

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

DAY 1
Spot closed questions
DAY 2
Swap the first word
DAY 3
Use what, how and why
DAY 4
Say tell me about
DAY 5
Listen
DAY 6
Follow up
DAY 7
Practise

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: Start With a Compliment on Choice, Not LooksNext: The Follow-Up Question Habit →

  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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