LESSON 06 · HOW TO START A CONVERSATION

Share a Small Observation

Thirty-two easy ways to share a small observation, the gentle trick that starts a chat without any pressure.

A small observation is a gift. It asks nothing and invites a lot.

29 tipsEasy things to say7-day plan

29 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 an observation is
TIP 1

What an observation is

It is a small, friendly comment about something you both see, hear or feel. It does not ask a question, so there is no pressure to answer.

TRY THIS
Try one.
Photo for the tip: Notice something nice
TIP 2

Notice something nice

Look for a smile, a colour, a sound or a funny moment. Positive observations warm the mood.

TRY THIS
Notice.
Photo for the tip: Say it aloud simply
TIP 3

Say it aloud simply

Say, that dog looks so happy. Short and kind.

TRY THIS
Say it.
Photo for the tip: Keep it about the shared moment
TIP 4

Keep it about the shared moment

Choose things you both can see. This makes it easy to respond.

TRY THIS
Share it.
Photo for the tip: Pause after speaking
TIP 5

Pause after speaking

Give them a moment to respond. Silence is fine.

TRY THIS
Wait.
Photo for the tip: Add a small question
TIP 6

Add a small question

After a pause, ask, do you come here often? It deepens the chat.

TRY THIS
Ask.
Photo for the tip: Use feeling words
TIP 7

Use feeling words

Say, I love how calm it is today. Feelings make observations warm.

TRY THIS
Add feeling.
Photo for the tip: Make it light and playful
TIP 8

Make it light and playful

A little humour is welcome. Keep it kind.

TRY THIS
Smile.
Photo for the tip: Avoid negative observations
TIP 9

Avoid negative observations

Complaints can spoil the mood, so find the good.

TRY THIS
Stay positive.
Photo for the tip: Notice them gently
TIP 10

Notice them gently

Comment on what they are doing, like that is a lovely book. Respect privacy.

TRY THIS
Be respectful.
Photo for the tip: Share what you noticed about the moment
TIP 11

Share what you noticed about the moment

Say, the light is beautiful this afternoon. Beauty is shared.

TRY THIS
Notice.
Photo for the tip: Practise noticing daily
TIP 12

Practise noticing daily

Notice three small things every day. The habit grows.

TRY THIS
Practise.
Photo for the tip: Script: dog
TIP 13

Script: dog

That dog looks so happy, I love watching it play. Say it warmly.

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

Script: calm

It feels so calm here today, doesn’t it? Say it softly.

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

Script: question

Do you come here often? I am just discovering it. Say it lightly.

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

Script: light

The light is beautiful at this time of day. Say it kindly.

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

Script: closing

Thanks for chatting, enjoy the rest of your day. Say it sincerely.

TRY THIS
Use it.
Photo for the tip: Mistake: making negative comments
TIP 18

Mistake: making negative comments

Negativity makes a chat heavy, so choose the positive.

TRY THIS
Be kind.
Photo for the tip: Mistake: commenting and walking away
TIP 19

Mistake: commenting and walking away

Stay a moment, so give them a chance to reply.

TRY THIS
Wait.
Photo for the tip: Mistake: forcing a comment
TIP 20

Mistake: forcing a comment

Forced comments sound odd, so notice something real.

TRY THIS
Be genuine.
Photo for the tip: Mistake: speaking too quietly
TIP 21

Mistake: speaking too quietly

They may not hear, so speak clearly.

TRY THIS
Be clear.
Photo for the tip: Troubleshoot: when they do not reply
TIP 22

Troubleshoot: when they do not reply

Smile and carry on. Some people prefer quiet.

TRY THIS
Be gracious.
Photo for the tip: Troubleshoot: when you cannot think of a comment
TIP 23

Troubleshoot: when you cannot think of a comment

Describe what you see in one sentence. Simple works.

TRY THIS
Keep it simple.
Photo for the tip: Troubleshoot: when you are nervous
TIP 24

Troubleshoot: when you are nervous

Breathe and say it quietly to yourself first. Then say it aloud.

TRY THIS
Warm up.
Photo for the tip: Troubleshoot: when it is online
TIP 25

Troubleshoot: when it is online

Comment on something in their background or post. Keep it kind.

TRY THIS
Notice details.
Photo for the tip: Troubleshoot: when the person is busy
TIP 26

Troubleshoot: when the person is busy

Keep it very short and move on. Respect time.

TRY THIS
Be brief.
Photo for the tip: Drill: make three observations
TIP 27

Drill: make three observations

Make three small observations aloud to yourself today. Practise tone.

TRY THIS
Practise.
Photo for the tip: Drill: share one with a stranger
TIP 28

Drill: share one with a stranger

Share one friendly observation with a stranger this week. Note the reply.

TRY THIS
Try.
Photo for the tip: Drill: write a notice list
TIP 29

Drill: write a notice list

Write ten things you could notice in a cafe. Use one.

TRY THIS
Write.

Easy things to say

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

NOTICE

“That dog looks so happy.”

WONDER

“I wonder how long they have been playing.”

SHARE

“I love how calm it is here today.”

ASK

“Do you come here often?”

THANK

“Thanks for chatting.”

CLOSE

“Enjoy the rest of your day.”

Your first week

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

DAY 1
Notice something
DAY 2
Say it aloud
DAY 3
Keep it friendly
DAY 4
Pause
DAY 5
Ask a small question
DAY 6
Follow their answer
DAY 7
Share a thought

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: Use Your SurroundingsNext: Start With a Compliment on Choice, Not Looks →

  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
Scroll to Top