LESSON 07 · HOW TO APPROACH SOMEONE

The Worst Realistic Outcome Is Small

Ten ways to see that the worst realistic outcome of approaching someone is small, and survivable.

Ask what is the worst that could happen. Then ask how bad it really is.

31 tipsEasy things to say7-day plan

31 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: Be realistic
TIP 1

Be realistic

Worst case thinking often goes to extremes. The real worst case is a brief awkward moment.

TRY THIS
Write the realistic worst case.
Photo for the tip: Rate it
TIP 2

Rate it

A number from one to ten shows how mild it is.

TRY THIS
Score it.
Photo for the tip: Plan the exit
TIP 3

Plan the exit

Knowing you can say thanks and move on makes it feel safe.

TRY THIS
Prepare an exit line.
Photo for the tip: Think of a friend’s view
TIP 4

Think of a friend’s view

Ask what a friend would say about the risk.

TRY THIS
Ask someone.
Photo for the tip: Remember recovery
TIP 5

Remember recovery

Awkward moments fade quickly, and you recover.

TRY THIS
Recall a past one.
Photo for the tip: Try a small version first
TIP 6

Try a small version first

Start with a low-risk hello.

TRY THIS
Choose a simple target.
Photo for the tip: Notice the gap
TIP 7

Notice the gap

Compare the feared outcome and what happened.

TRY THIS
Write both.
Photo for the tip: Collect evidence
TIP 8

Collect evidence

Each try is proof that you can cope.

TRY THIS
Add to your log.
Photo for the tip: Be proud
TIP 9

Be proud

Facing small fears builds courage.

TRY THIS
Say well done.
Photo for the tip: Keep going
TIP 10

Keep going

The more you try, the smaller the fear.

TRY THIS
Plan another approach.
Photo for the tip: Ask what is the worst that could realistically happen
TIP 11

Ask what is the worst that could realistically happen

Realistic worst cases are mild: a short reply, an awkward moment, a quick recovery. Writing them down shows how small they are.

TRY THIS
Write your realistic worst case.
Photo for the tip: Script: a recovery line
TIP 12

Script: a recovery line

Well, that was awkward, wasn’t it? with a smile. It turns a slip into a shared moment.

TRY THIS
Prepare one.
Photo for the tip: Script: a graceful exit
TIP 13

Script: a graceful exit

Lovely to meet you, enjoy your evening. It ends any chat well.

TRY THIS
Practise.
Photo for the tip: Script: a calm self-talk line
TIP 14

Script: a calm self-talk line

I can handle this, whatever happens. Say it quietly.

TRY THIS
Use it.
Photo for the tip: Mistake: catastrophising
TIP 15

Mistake: catastrophising

Imagining a disaster is a habit, not a forecast. Ask for evidence.

TRY THIS
Write what you actually know.
Photo for the tip: Mistake: ignoring the benefits
TIP 16

Mistake: ignoring the benefits

The worst case has a counterpart, the best case. A new friend is a real possibility.

TRY THIS
Write the best case too.
Photo for the tip: Mistake: not planning for the worst
TIP 17

Mistake: not planning for the worst

Having a recovery plan makes the worst feel survivable. Prepare one.

TRY THIS
Write your plan.
Photo for the tip: Troubleshoot: when your mind jumps to disaster
TIP 18

Troubleshoot: when your mind jumps to disaster

Pause and breathe. Ask what is the most likely outcome?

TRY THIS
Answer it.
Photo for the tip: Troubleshoot: when you imagine laughing crowds
TIP 19

Troubleshoot: when you imagine laughing crowds

Remember that people rarely laugh at kindness. Replace the picture.

TRY THIS
Picture friendly faces.
Photo for the tip: Troubleshoot: when you feel frozen
TIP 20

Troubleshoot: when you feel frozen

Take one small step. Action reduces fear.

TRY THIS
Move.
Photo for the tip: Drill: rate your worst case from one to ten
TIP 21

Drill: rate your worst case from one to ten

Most people give it a three or four after writing it down. See where yours falls.

TRY THIS
Score it.
Photo for the tip: Drill: list past recoveries
TIP 22

Drill: list past recoveries

Times you recovered from awkward moments prove you can cope. List three.

TRY THIS
Write them.
Photo for the tip: Drill: test it with a tiny risk
TIP 23

Drill: test it with a tiny risk

Do something slightly scary, such as asking a stranger for the time. See the result.

TRY THIS
Try one.
Photo for the tip: Think of a friend’s view
TIP 24

Think of a friend’s view

What would a friend say about your fear? Probably something kind.

TRY THIS
Ask one.
Photo for the tip: Notice how quickly feelings pass
TIP 25

Notice how quickly feelings pass

A moment of embarrassment fades in minutes. Time is on your side.

TRY THIS
Note the time.
Photo for the tip: Plan the recovery in advance
TIP 26

Plan the recovery in advance

Decide what you will do if it goes badly, such as get a drink and chat to someone else. A plan helps.

TRY THIS
Write it.
Photo for the tip: Use humour
TIP 27

Use humour

If it goes badly, smile. Humour heals.

TRY THIS
Smile.
Photo for the tip: Ask what you would say to a friend
TIP 28

Ask what you would say to a friend

Your advice to a friend is kinder than your own thoughts. Use it.

TRY THIS
Say it.
Photo for the tip: Remember the cost of not trying
TIP 29

Remember the cost of not trying

Avoiding people has a cost. Weigh it.

TRY THIS
Write the cost.
Photo for the tip: Collect evidence
TIP 30

Collect evidence

Each time the worst did not happen, tick a box. The evidence builds.

TRY THIS
Start a tally.
Photo for the tip: Share with a supportive person
TIP 31

Share with a supportive person

Telling someone lightens the load. Choose a kind listener.

TRY THIS
Message one.

Easy things to say

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

CHECK

“What is the worst that could realistically happen?”

PLAN

“If it does not go well, I will say thanks and move on.”

RESET

“I can handle a short awkward moment.”

SHARE

“I tried, and it was okay.”

WARM

“It is fine either way.”

CLOSE

“Have a great day.”

Your first week

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

DAY 1
Write the worst realistic outcome
DAY 2
Rate how bad it is from one to ten
DAY 3
Write how you would cope
DAY 4
Approach one person
DAY 5
Compare with the result
DAY 6
Note what you learned
DAY 7
Plan the next one

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.

More lessons in “How to Approach Someone”

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

← Previous: Reframe Approaching as Being KindNext: Spot Open and Closed Signals →

  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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