LESSON 33 · HOW TO APPROACH SOMEONE

Approach Online First

Ten ways to approach someone online first, then bring it into the real world safely.

Online can be a warm-up. It is also a place to stay careful.

25 tipsEasy things to say7-day plan

25 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: Online is a warm-up, not a destination
TIP 1

Online is a warm-up, not a destination

Messages let you break the ice at your own pace, but real friendships need real-world contact eventually. Plan to move offline safely.

TRY THIS
Treat online as a first step.
Photo for the tip: Join interest groups
TIP 2

Join interest groups

Shared topics give you something to talk about immediately. Choose groups with active, kind members.

TRY THIS
Pick one group today.
Photo for the tip: Comment kindly
TIP 3

Comment kindly

A thoughtful comment on a post starts a link. Be specific, warm and sincere.

TRY THIS
Write one comment.
Photo for the tip: Send a friendly message
TIP 4

Send a friendly message

Hi, I loved your post about hiking, have you tried that trail? It is easy, warm and invites a reply.

TRY THIS
Send one today.
Photo for the tip: Take your time
TIP 5

Take your time

Chat for a few weeks before meeting. Trust grows with patience.

TRY THIS
Be patient.
Photo for the tip: Script: the first message
TIP 6

Script: the first message

Hi, I saw your post and it made me smile. Light and friendly, it needs no reply but welcomes one.

TRY THIS
Use it.
Photo for the tip: Script: suggesting a group meet-up
TIP 7

Script: suggesting a group meet-up

Would you like to come to the group walk on Saturday? Safe and easy, since others will be there.

TRY THIS
Suggest one.
Photo for the tip: Script: staying safe
TIP 8

Script: staying safe

Let us meet in a public place, and I will bring a friend. Sensible and nobody should object.

TRY THIS
Say it.
Photo for the tip: Script: thanking someone
TIP 9

Script: thanking someone

Thanks for the chat, it was lovely. Warm and clear.

TRY THIS
Say it.
Photo for the tip: Mistake: oversharing early
TIP 10

Mistake: oversharing early

Keep personal details private at first. Protect your privacy until trust is earned.

TRY THIS
Hold back.
Photo for the tip: Mistake: rushing to meet
TIP 11

Mistake: rushing to meet

Take time to know people before meeting. Safety comes first.

TRY THIS
Slow down.
Photo for the tip: Mistake: ignoring red flags
TIP 12

Mistake: ignoring red flags

Trust your instincts and leave if something feels off. You owe no one your time.

TRY THIS
Listen to your gut.
Photo for the tip: Troubleshoot: when no one replies
TIP 13

Troubleshoot: when no one replies

Try different groups, because many are quiet. Do not take silence personally.

TRY THIS
Move on.
Photo for the tip: Troubleshoot: when someone pushes
TIP 14

Troubleshoot: when someone pushes

Block and report if anyone pressures you. Your safety matters most.

TRY THIS
Protect yourself.
Photo for the tip: Troubleshoot: when you feel overwhelmed
TIP 15

Troubleshoot: when you feel overwhelmed

Take a break from screens and go outside for a while. Reset your mind.

TRY THIS
Rest.
Photo for the tip: Drill: comment on three posts
TIP 16

Drill: comment on three posts

Be kind and specific. Practising builds ease.

TRY THIS
Do it today.
Photo for the tip: Drill: send one message a week
TIP 17

Drill: send one message a week

Build slowly and sincerely. Small, regular contact adds up.

TRY THIS
Send one this week.
Photo for the tip: Drill: attend one group event
TIP 18

Drill: attend one group event

Move offline in a group setting. It is a safe, warm step.

TRY THIS
Pick an event.
Photo for the tip: Protect your privacy
TIP 19

Protect your privacy

Do not share addresses, finances or workplace details early. Be careful and sensible.

TRY THIS
Check your settings.
Photo for the tip: Meet in public places
TIP 20

Meet in public places

Cafes and events are safe choices. Tell a friend where you will be.

TRY THIS
Choose a busy place.
Photo for the tip: Tell a friend your plans
TIP 21

Tell a friend your plans

Share where you are going and when. It is simple safety.

TRY THIS
Tell one friend.
Photo for the tip: Be respectful
TIP 22

Be respectful

Kindness online is vital. Think before you post.

TRY THIS
Pause before posting.
Photo for the tip: Use group chats first
TIP 23

Use group chats first

Group chats are safer than one-to-one early on. Join one.

TRY THIS
Join a chat.
Photo for the tip: Look for local groups
TIP 24

Look for local groups

Local meet-ups lead to real friendships. Search your area.

TRY THIS
Find one.
Photo for the tip: Balance screen time
TIP 25

Balance screen time

Do not live online. Plan time offline too.

TRY THIS
Plan an outing.

Easy things to say

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

HELLO

“Hi, I loved your post about hiking.”

ASK

“Have you tried that trail?”

SHARE

“I am new to this group.”

PLAN

“Would you like to meet at the group event?”

SAFETY

“Let us meet in a public place.”

THANKS

“Thanks for the chat.”

Your first week

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

DAY 1
Join one online group
DAY 2
Comment kindly on a post
DAY 3
Send a friendly message
DAY 4
Chat over a few days
DAY 5
Suggest a group meet-up
DAY 6
Meet in public
DAY 7
Review

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.

Keep your place and keep growing

Create a free account to save your progress and pick up the next lesson where you stopped. No card needed.

Start free

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: Approach at the GymNext: Approach a Neighbour →

  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
Scroll to Top