LESSON 10 · HOW TO START A CONVERSATION

Ask About Their Story, Not Their Job Title

Thirty-two easy ways to ask about their story, not their job title, so people feel like humans and not résumés.

A job is a small part of a person. Ask about the story.

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 not the job title
TIP 1

Why not the job title

What do you do often leads to a short label. A question about their story invites warmth and gets richer answers.

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Try it.
Photo for the tip: Ask how they got started
TIP 2

Ask how they got started

How did you end up doing what you do? It invites a story.

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Use it.
Photo for the tip: Ask what they love most
TIP 3

Ask what they love most

What do you enjoy most about it? People light up talking about what they love.

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Ask.
Photo for the tip: Ask about the journey
TIP 4

Ask about the journey

What was the path like? Journeys are full of turns.

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Ask.
Photo for the tip: Ask about childhood dreams
TIP 5

Ask about childhood dreams

What did you want to be as a child? Playful and warm.

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Ask.
Photo for the tip: Ask about proud moments
TIP 6

Ask about proud moments

What is something you are proud of lately? Positive and personal.

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Ask.
Photo for the tip: Ask what a normal day looks like
TIP 7

Ask what a normal day looks like

Walk me through a typical day. Shows interest in their life.

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Ask.
Photo for the tip: Ask what they would do with free time
TIP 8

Ask what they would do with free time

If you had a free year, what would you do? Dreams reveal people.

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Ask.
Photo for the tip: Listen for emotion
TIP 9

Listen for emotion

Notice when their voice lifts. Follow that topic.

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Listen.
Photo for the tip: Share your own story briefly
TIP 10

Share your own story briefly

Balance with one short story about your path. Be real.

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Share.
Photo for the tip: Respect their privacy
TIP 11

Respect their privacy

If they prefer not to talk about work, move on. Be kind.

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Respect.
Photo for the tip: Remember their story
TIP 12

Remember their story

Recall the details of their story next time you meet, because a good memory shows real care.

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Remember.
Photo for the tip: Script: story
TIP 13

Script: story

How did you end up doing what you do? Say it warmly.

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

Script: love

What do you enjoy most about your work? Say it with interest.

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

Script: dream

What did you want to be when you were a child? Say it playfully.

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

Script: pride

What is something you have been proud of lately? Say it kindly.

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

Script: closing

Thanks for telling me, that is a lovely story. Say it sincerely.

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Use it.
Photo for the tip: Mistake: asking what do you do as your first question
TIP 18

Mistake: asking what do you do as your first question

It can feel like a status check, so start with warmth.

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Start warm.
Photo for the tip: Mistake: judging their job
TIP 19

Mistake: judging their job

Judging someone’s job makes them close up, so stay curious about the person behind it.

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Be open.
Photo for the tip: Mistake: asking about salary or status
TIP 20

Mistake: asking about salary or status

Questions about pay or status feel rude with new people, so avoid them and ask about their story.

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Avoid it.
Photo for the tip: Mistake: steering away from non-work lives
TIP 21

Mistake: steering away from non-work lives

People have many sides beyond work, so ask about hobbies, family and dreams as well.

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Ask widely.
Photo for the tip: Mistake: assuming their job defines them
TIP 22

Mistake: assuming their job defines them

People are more than roles, so keep it open.

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Be fair.
Photo for the tip: Troubleshoot: when they dislike their job
TIP 23

Troubleshoot: when they dislike their job

Ask what they would love to do. Kindly steer to dreams.

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Be gentle.
Photo for the tip: Troubleshoot: when they do not work
TIP 24

Troubleshoot: when they do not work

Ask about their days, hobbies or plans. Keep it open.

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Be sensitive.
Photo for the tip: Troubleshoot: when they are retired
TIP 25

Troubleshoot: when they are retired

Ask about their favourite chapters of life. Stories are gold.

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Ask.
Photo for the tip: Troubleshoot: when you meet at work events
TIP 26

Troubleshoot: when you meet at work events

At work events mix questions about work with questions about life, so the chat feels balanced and warm.

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Mix.
Photo for the tip: Troubleshoot: when you feel awkward
TIP 27

Troubleshoot: when you feel awkward

Smile and say, I am curious about people’s stories. Honest works.

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Be honest.
Photo for the tip: Drill: five story questions
TIP 28

Drill: five story questions

Write five story questions and keep them handy. Use one this week.

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Write.
Photo for the tip: Drill: swap one question
TIP 29

Drill: swap one question

Replace one what do you do with a story question. Notice the difference.

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Try.
Photo for the tip: Drill: remember one story
TIP 30

Drill: remember one story

After a chat write one thing about their story. Bring it back next time.

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Note.

Easy things to say

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

ASK

“How did you end up doing what you do?”

WONDER

“What did you want to be as a child?”

FOLLOW

“What do you enjoy most about it?”

SHARE

“I fell into my work by accident.”

THANK

“Thanks for telling me.”

CLOSE

“That is a lovely story.”

Your first week

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

DAY 1
Skip what do you do
DAY 2
Ask how they got here
DAY 3
Ask what they love
DAY 4
Listen for the story
DAY 5
Follow up
DAY 6
Share yours
DAY 7
Be curious

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: The Follow-Up Question HabitNext: Ask About Their Weekend Plans →

  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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