LESSON 16 · HOW TO BUILD STRONGER FRIENDSHIPS

Ask Better Questions About Their Life

Thirty-two easy ways to ask better questions about their life, so friends feel truly interesting and seen.

Good questions are gifts. Ask with warm curiosity.

29 tipsEasy things to say7-day plan

29 tips that really help

These ideas come from Daring Greatly (Brené Brown), The Good Life (Robert Waldinger and Marc Schulz), Platonic (Marisa Franco), and everyday practice. Pick one tip and try it today.

Photo for the tip: Questions deepen friendship
TIP 1

Questions deepen friendship

When you ask real questions, friends feel valued. Curiosity says you matter.

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Ask.
Photo for the tip: Use open questions
TIP 2

Use open questions

Questions starting with what, how or tell me about invite stories.

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Try them.
Photo for the tip: Ask about the best part
TIP 3

Ask about the best part

What has been the best part of your week? Positive questions lift mood.

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Ask it.
Photo for the tip: Ask about challenges
TIP 4

Ask about challenges

What has been tough lately? Ask gently and listen.

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Ask kindly.
Photo for the tip: Ask about feelings
TIP 5

Ask about feelings

How did that feel? Feelings matter more than facts.

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Ask.
Photo for the tip: Ask about dreams
TIP 6

Ask about dreams

What are you looking forward to? Dreams give energy.

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Ask.
Photo for the tip: Ask about history
TIP 7

Ask about history

Where did you grow up? What was your first job? Stories build closeness.

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Ask.
Photo for the tip: Ask about values
TIP 8

Ask about values

What matters most to you? Values show who they are.

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Ask.
Photo for the tip: Follow up on earlier answers
TIP 9

Follow up on earlier answers

Remember details and ask how it went. Memory shows care.

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Recall.
Photo for the tip: Say tell me more
TIP 10

Say tell me more

Three words that invite depth. Use them often.

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Use them.
Photo for the tip: Give silence room
TIP 11

Give silence room

Wait after asking. People need time to think.

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Wait.
Photo for the tip: Share your own answers
TIP 12

Share your own answers

Balance questions with sharing. Friendship is two-way.

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Share too.
Photo for the tip: Script: week
TIP 13

Script: week

What has been the best part of your week so far? Say it warmly.

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

Script: more

Tell me more about that, I would love to hear. Say it kindly.

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

Script: feelings

How did that feel for you? Say it gently.

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

Script: dreams

What are you looking forward to this year? Say it brightly.

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

Script: closing

I love hearing your stories, thank you for sharing. Say it sincerely.

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

Mistake: asking yes or no questions only

They end chat fast, so use open questions.

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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: not listening to answers
TIP 20

Mistake: not listening to answers

Questions without listening feel false, so pay attention.

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Listen.
Photo for the tip: Mistake: judging answers
TIP 21

Mistake: judging answers

Judging closes hearts, so respond with interest.

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Be open.
Photo for the tip: Troubleshoot: when they answer briefly
TIP 22

Troubleshoot: when they answer briefly

Try a different topic or ask about something they love. Warm up slowly.

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Be patient.
Photo for the tip: Troubleshoot: when they avoid a topic
TIP 23

Troubleshoot: when they avoid a topic

Respect it and change the subject. Trust grows.

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Respect.
Photo for the tip: Troubleshoot: when you run out of questions
TIP 24

Troubleshoot: when you run out of questions

Keep a list in your notes. Use it.

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Make a list.
Photo for the tip: Troubleshoot: when you feel shy
TIP 25

Troubleshoot: when you feel shy

Start with easy questions about food or weekend. Build up.

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Start easy.
Photo for the tip: Troubleshoot: when culture limits questions
TIP 26

Troubleshoot: when culture limits questions

Learn what topics are polite and ask accordingly. Be respectful.

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Learn.
Photo for the tip: Drill: ask three open questions
TIP 27

Drill: ask three open questions

Ask a friend three open questions this week. Listen.

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Do it.
Photo for the tip: Drill: write twenty questions
TIP 28

Drill: write twenty questions

Write twenty questions you could ask a friend. Use one weekly.

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Write.
Photo for the tip: Drill: follow up on one answer
TIP 29

Drill: follow up on one answer

Next time follow up on something they told you before. Notice the smile.

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Try.

Easy things to say

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

ASK

“What has been the best part of your week?”

FOLLOW

“Tell me more about that.”

WONDER

“How did that feel?”

DREAM

“What are you looking forward to?”

THANK

“Thanks for sharing.”

CLOSE

“I love hearing your stories.”

Your first week

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

DAY 1
Be curious
DAY 2
Ask open questions
DAY 3
Follow up
DAY 4
Remember details
DAY 5
Ask about feelings
DAY 6
Ask about dreams
DAY 7
Listen well

Further reading

  • Daring Greatly (Brené Brown)
  • The Good Life (Robert Waldinger and Marc Schulz)
  • Platonic (Marisa Franco)

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 Build Stronger Friendships”

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

← Previous: Share What You Really FeelNext: The Thirty-Six Questions That Build Closeness →

  1. Trust: The Ground Everything Grows In
  2. Reliability: Do What You Say
  3. Honesty With Kindness
  4. Respect for Differences
  5. Shared Values and Shared Fun
  6. Mutual Effort
  7. Safety to Be Yourself
  8. Show Up When It Is Inconvenient
  9. Be Generous With Your Time
  10. Celebrate Their Success Without Envy
  11. Keep Their Secrets
  12. Say Thank You Often
  13. Give Honest Support, Not Empty Praise
  14. Be Easy to Be Around
  15. Share What You Really Feel
  16. Ask Better Questions About Their Life
  17. The Thirty-Six Questions That Build Closeness
  18. Tell Stories That Matter
  19. Be Vulnerable in Small Doses
  20. Receive Their Vulnerability Well
  21. Create Safe Space for Hard Topics
  22. What to Say to a Friend in Pain
  23. What Not to Say
  24. Show Up With Practical Help
  25. Check In After the Crisis
  26. Ask for Support Yourself
  27. Be Patient With Grief and Change
  28. Celebrate With Them After the Storm
  29. Plan Regular Fun Together
  30. Share Inside Jokes and Rituals
  31. Try New Adventures as Friends
  32. Take a Trip Together
  33. Laugh Often, Laugh Together
  34. Create Traditions
  35. Let Friends Change and Grow
  36. Be Their Cheerleader for Big Goals
  37. Talk About the Friendship Itself
  38. Forgive and Repair Quickly
  39. Keep Learning What Your Friend Needs
  40. Your Friendship Deepening Plan
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