LESSON 09 · HOW TO APPROACH SOMEONE

The Right Moment to Say Hello

Ten tips for the right moment to say hello, so your timing helps rather than hurts.

Good timing makes a hello welcome. A few signals tell you when to go.

28 tipsEasy things to say7-day plan

28 tips that really help

These ideas come from How to Win Friends and Influence People (Dale Carnegie), The Like Switch (Jack Schafer), The Charisma Myth (Olivia Fox Cabane), and everyday practice. Pick one tip and try it today.

Photo for the tip: Timing can make a hello welcome or unwelcome
TIP 1

Timing can make a hello welcome or unwelcome

The same words land well at one moment and badly at another. Learning to spot good moments makes you more confident and more considerate.

TRY THIS
Notice good moments for the next three days.
Photo for the tip: Good moment: just after someone arrives
TIP 2

Good moment: just after someone arrives

New arrivals are scanning the room for a friendly face. A warm hello at once is a gift.

TRY THIS
Greet the next arrival.
Photo for the tip: Good moment: during a lull
TIP 3

Good moment: during a lull

When the music dips or a talk ends, people are open to chatting. Use the pause.

TRY THIS
Watch for lulls.
Photo for the tip: Good moment: while waiting
TIP 4

Good moment: while waiting

Queues, lifts and waiting rooms are natural moments. Everyone has time and nothing to do.

TRY THIS
Use the next wait.
Photo for the tip: Good moment: after a shared experience
TIP 5

Good moment: after a shared experience

After a talk or a film, people want to share reactions. Say what did you think?

TRY THIS
Ask it at the next event.
Photo for the tip: Good moment: when someone looks around
TIP 6

Good moment: when someone looks around

A person scanning the room is often hoping for contact. Meet their eyes.

TRY THIS
Catch one.
Photo for the tip: Bad moment: mid-sentence in a conversation
TIP 7

Bad moment: mid-sentence in a conversation

Cutting in is rude and rarely welcome. Wait for the pause.

TRY THIS
Hold back.
Photo for the tip: Bad moment: deep in a phone call or screen
TIP 8

Bad moment: deep in a phone call or screen

Someone absorbed in a task is not open. Come back later.

TRY THIS
Choose another time.
Photo for the tip: Bad moment: during an emotional talk
TIP 9

Bad moment: during an emotional talk

Two people having a serious chat should be left alone. Respect it.

TRY THIS
Walk on.
Photo for the tip: Script: waiting for the pause
TIP 10

Script: waiting for the pause

Excuse me, sorry to interrupt, I just wanted to say hi. A polite break-in for the right moment.

TRY THIS
Use sparingly.
Photo for the tip: Script: starting with a shared moment
TIP 11

Script: starting with a shared moment

That talk was fascinating, wasn’t it? Perfect after an event.

TRY THIS
Prepare one.
Photo for the tip: Script: a lift or queue line
TIP 12

Script: a lift or queue line

It is going to be a long wait, isn’t it? Friendly and light.

TRY THIS
Try one.
Photo for the tip: Mistake: waiting for a perfect moment
TIP 13

Mistake: waiting for a perfect moment

There is no perfect moment, only a good enough one. Start when it is reasonable.

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Go.
Photo for the tip: Mistake: speaking too early
TIP 14

Mistake: speaking too early

Rushing in before people are settled can feel intrusive. Give them a moment.

TRY THIS
Wait ten seconds.
Photo for the tip: Mistake: speaking too late
TIP 15

Mistake: speaking too late

Waiting until the end of the night means fewer chances. Go earlier.

TRY THIS
Start in the first half.
Photo for the tip: Troubleshoot: when you missed your moment
TIP 16

Troubleshoot: when you missed your moment

Wait for the next lull or approach someone else. There is always another.

TRY THIS
Try again.
Photo for the tip: Troubleshoot: when the person leaves just as you arrive
TIP 17

Troubleshoot: when the person leaves just as you arrive

Smile, say it was nice to see you and move on. It is not a loss.

TRY THIS
Let it go.
Photo for the tip: Troubleshoot: when you are not sure
TIP 18

Troubleshoot: when you are not sure

Say would it be okay to say hello? Most say yes.

TRY THIS
Ask.
Photo for the tip: Drill: pick three good moments a day
TIP 19

Drill: pick three good moments a day

Notice three good moments, even if you do not act. Awareness builds skill.

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Count them.
Photo for the tip: Drill: greet at arrivals
TIP 20

Drill: greet at arrivals

Be the first to greet at your next event. It is the easiest timing.

TRY THIS
Do it.
Photo for the tip: Drill: use waiting time
TIP 21

Drill: use waiting time

Use every wait this week to say a friendly word to someone. Practice makes timing natural.

TRY THIS
Try it.
Photo for the tip: Early in the event is easiest
TIP 22

Early in the event is easiest

Conversations form early. Get there on time and start straight away.

TRY THIS
Arrive on time.
Photo for the tip: Mid-event is good with lulls
TIP 23

Mid-event is good with lulls

Between sessions, people move around. Join then.

TRY THIS
Watch the clock.
Photo for the tip: End of event is for goodbyes
TIP 24

End of event is for goodbyes

It is a good moment to swap numbers if you clicked. Plan it.

TRY THIS
Ask for contact.
Photo for the tip: Online timing matters too
TIP 25

Online timing matters too

Messages sent late at night may be missed. Send at friendly hours.

TRY THIS
Think about time.
Photo for the tip: Respect their schedule
TIP 26

Respect their schedule

People are busy. A kind hello that fits their flow is appreciated.

TRY THIS
Be considerate.
Photo for the tip: Reflect on timing
TIP 27

Reflect on timing

Note which moments worked best. You will see patterns.

TRY THIS
Write them.
Photo for the tip: Celebrate good timing
TIP 28

Celebrate good timing

Each time you choose well, say well done. It builds skill.

TRY THIS
Treat yourself.

Easy things to say

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

MOMENT

“Hi, I hope this is a good time.”

PAUSE

“Sorry to interrupt, I wanted to say hello.”

CHECK

“Do you have a minute?”

WAIT

“I will let you finish this and then say hello.”

WARM

“Great to meet you.”

EXIT

“I will leave you to it.”

Your first week

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

DAY 1
Watch for natural pauses
DAY 2
Wait for eye contact
DAY 3
Greet when someone arrives
DAY 4
Avoid mid-sentence interruptions
DAY 5
Say hello early at an event
DAY 6
Try again later if busy
DAY 7
Note which moments worked best

Further reading

  • How to Win Friends and Influence People (Dale Carnegie)
  • The Like Switch (Jack Schafer)
  • The Charisma Myth (Olivia Fox Cabane)

The tips above are written in our own words and are general guidance. The books are suggestions for further reading.

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These lessons share general learning and everyday ideas. They are not medical or mental health advice. If you feel very anxious, low or unwell, please talk to a doctor or a qualified professional.

More lessons in “How to Approach Someone”

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

← Previous: Spot Open and Closed SignalsNext: Approach Alone, Pairs and Groups Differently →

  1. What You Are Really Afraid Of
  2. Most People Are Glad You Spoke First
  3. The Spotlight Effect at Parties
  4. A Rejection Is Rarely What You Imagine
  5. Why Waiting Makes It Harder
  6. Reframe Approaching as Being Kind
  7. The Worst Realistic Outcome Is Small
  8. Spot Open and Closed Signals
  9. The Right Moment to Say Hello
  10. Approach Alone, Pairs and Groups Differently
  11. What to Do When They Look Busy
  12. Wait for the Natural Pause
  13. Notice Who Is Standing Alone
  14. Be Respectful if It Is Not the Time
  15. Smile Before You Speak
  16. Walk Over at an Angle, Not Straight On
  17. Keep Open and Relaxed Posture
  18. The Friendly Introduction Handshake
  19. Eye Contact That Feels Warm
  20. Say Your Name With a Smile
  21. Do Not Hover: Commit to Hello
  22. Comment on the Shared Situation
  23. Ask for a Small Opinion
  24. Give a Genuine Compliment
  25. Ask for a Small Favour
  26. Introduce Yourself Simply
  27. The Question That Starts Any Chat
  28. Use Humour Lightly
  29. Approach at a Party
  30. Approach at Work
  31. Approach in Class
  32. Approach at the Gym
  33. Approach Online First
  34. Approach a Neighbour
  35. Keep the Chat Going for One More Minute
  36. Exit Gracefully if It Is Not Clicking
  37. Suggest Meeting Again Casually
  38. Handle a Cool Reception Without Hurt
  39. Reflect and Learn After Each Approach
  40. Practise Approaching Every Week
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