Ways to connect
Conversation and listening skills
How to start a conversation, ask good follow-up questions, listen well, end gracefully and follow up, plus what to do with silences.
Do this first
In your next conversation, ask one follow-up question about something the other person just said: "How did that go?" or "What was that like?" It's the simplest skill on this page, and research suggests it makes people like you more.
Many people who feel alone worry that they are "bad at talking". Conversation is a skill, not a talent you're born with. It gets easier with practice, like driving or cooking. You don't need to be funny or clever. Being curious and kind is enough.
Some good news first
Research suggests that conversations usually go better than we think.
- People like you more than you think. After talking with someone new, most people underestimate how much the other person liked them. Researchers call this the "liking gap". It shows up in strangers, college roommates and adults at workshops.
- Deeper talk is less awkward than expected. In a series of experiments, strangers who talked about more personal topics found it less awkward and more enjoyable than they predicted.
- Strangers are friendlier than expected. Commuters asked to talk to a stranger mostly enjoyed it, even though they expected not to.
So the voice in your head saying "that went badly" is often wrong.
Starting a conversation
You don't need a clever opening line. Comment on what you're both seeing or doing.
- "Is this the line for tickets?"
- "Have you been to this class before?"
- "That dog is so happy. What's his name?"
- "What are you reading? I'm looking for a new book."
Smile, make some eye contact if that's comfortable for you, and keep your first line short. If they answer briefly and look away, that's fine. Not everyone has time right now.
Ask follow-up questions
A follow-up question picks up on something the other person said. It shows you were listening. In one set of studies, people who asked more questions, especially follow-ups, were liked more by the people they talked to.
- They say: "I just got back from visiting my sister." You ask: "Oh, where does she live?" then "Are you two close?"
- They say: "Work's been busy." You ask: "Busy good or busy stressful?"
Open questions (what, how, why) invite longer answers than yes-or-no questions.
Listen well
Good listening is rare, and people notice it.
- Put your phone away or face down.
- Let them finish. Resist planning what you'll say next.
- Repeat back the heart of it: "So it sounds like the move was harder than you expected."
- Ask about feelings, not just facts: "How did you feel about that?"
- Don't rush to fix their problem or top their story with your own.
Share a little about yourself
Conversation is a two-way street. If you only ask questions, it can feel like an interview. After they share, add something small about you: "I moved here two years ago, so I know how strange it feels at first."
Share in steps. Start light (your weekend, a show you like), and go deeper as trust builds. You never have to share more than feels right.
From small talk to real talk
Small talk isn't fake; it's how people check that it's safe to go further. To go deeper, try questions like these:
- "What's been the best part of your week?"
- "What got you into that?"
- "What are you looking forward to?"
- "What's something you're working on right now?"
Remembering names
- Say the name back right away: "Nice to meet you, Maria."
- Use it once more during the talk.
- Link it to something: "Maria, the one with the vegetable garden."
- Write it down afterward. A private list like My people helps.
- If you forget, just ask: "I'm sorry, tell me your name again?" Almost everyone has done this.
Awkward silences
Silences feel longer to you than to the other person. A pause is fine. You can:
- Go back to an earlier topic: "You mentioned your garden. What are you growing?"
- Comment on your surroundings.
- Let it sit for a moment and smile.
Ending gracefully
Ending well leaves a good memory. Be warm and clear:
- "I need to head off, but I really enjoyed talking with you."
- "I'll let you get back to your evening. Good to meet you, Sam."
Following up: the step most people skip
Most new connections fade because no one follows up. This is the most important step on the page.
- Within a few days, send a short message: "It was good to talk on Tuesday. Good luck with the interview!"
- If you clicked, suggest something specific: "I'm going to the library talk next week. Want to come?"
- If they don't reply, it doesn't mean they disliked you. Try once more a week or two later. After that, let it go gently.
Practice this week
0 of 6 done (0%). Saved only in this browser.
Handling rejection
Some people won't be interested in talking or in becoming friends. This happens to everyone. It usually reflects their busy life, mood or needs, not your worth.
- Notice what went well, not only what didn't.
- Count the attempt as a success.
- Try again with someone else.
If talking is very hard for you
If fear of judgment stops you from talking to people most of the time, see Social anxiety and shyness. If you're autistic or think differently and find unwritten social rules tiring, see Autistic, ADHD and other neurodivergent people. You don't have to do conversation the "typical" way to connect well with people.
Sources
- Huang et al.: It Doesn't Hurt to Ask: Question-Asking Increases Liking (Journal of Personality and Social Psychology, 2017)
- Boothby, Cooney, Sandstrom & Clark: The Liking Gap in Conversations (Psychological Science, 2018)
- Kardas, Kumar & Epley: Overly Shallow? Miscalibrated Expectations Create a Barrier to Deeper Conversation (summary)
- Chicago Booth: Mom was wrong: You should talk to strangers (Epley & Schroeder, 2014)
Last reviewed: October 9, 2026