Conversation guide
Conversation starters that actually start conversations
Good conversation starters are open questions about the other person's experience, not yes-or-no questions about the weather. Below are 60, grouped by situation, plus the follow-up questions that keep a conversation going once it starts.
Deal a conversation starter
Swipe the card or tap Next. Flip it for a follow-up question.

Practice your own answer. Say it out loud for 30 seconds.
Top 10 conversation starters
If you only remember ten, make it these. They work almost anywhere, because each one asks about something the other person actually cares about.
- What's keeping you busy lately?
- What was the highlight of your week?
- What are you looking forward to right now?
- How did you end up doing what you do?
- What's something you're trying to get better at?
- What's the best thing you've read, watched or listened to recently?
- What's a small thing that made you happy this week?
- What's a local spot you'd recommend?
- What's something you changed your mind about recently?
- If you had a completely free Saturday, what would you do?
Conversation starters at work
Low-risk openers for coworkers, before a meeting or at the coffee machine.
- What are you working on this week that you're actually excited about?
- What's one thing that would make this week easier for you?
- How did you end up in this role?
- What's a tool or shortcut you use that more people should know about?
- What was the best meeting you've been in? What made it good?
- If you could fix one process here overnight, which one would it be?
- What did you do before this job?
- What's something you learned recently that changed how you work?
- Are you more of a morning-focus or afternoon-focus person?
- What's on your calendar this week that you're dreading the least?
Networking conversation starters
For conferences, meetups and work events, where everyone is a little unsure what to say.
- What brought you to this event?
- Which talk or session has been the most useful so far?
- What are you hoping to take back to your team from today?
- How did you get into this field?
- What's keeping you busy at work these days?
- Is this your first time at this event?
- What's a problem in your industry that nobody seems to be solving?
- Who here would you most like to meet?
- What's the best piece of career advice you've been given?
- What are you reading or listening to that's worth recommending?
Conversation starters for meeting someone new
Easy questions for neighbors, friends of friends, or anyone you've just met.
- How do you know the host?
- What's keeping you busy lately, outside of work?
- Have you lived around here long? What do you like about it?
- What's the best thing you've eaten this month?
- Are you working on any projects for fun right now?
- What's something you're looking forward to this season?
- What's a local spot you'd recommend to someone new?
- How do you usually spend your weekends?
- What's a hobby you picked up as an adult?
- What was the highlight of your week?
Conversation starters for friends and groups
For dinners, team lunches and group chats that need a spark.
- What's a small thing that made you unreasonably happy this week?
- If we had a completely free Saturday together, what should we do?
- What's a skill you'd learn instantly if you could?
- What's the best trip you've taken, and what made it great?
- Which show or movie did you recommend to the most people this year?
- What's a strong opinion you hold about something completely unimportant?
- What's a tradition from your family that other people find strange?
- What did you want to be when you were ten?
- What's the most useful thing you own that costs under $20?
- What's something you changed your mind about recently?
Deep conversation starters
For when you already have some trust and want to go past small talk.
- What's something you're proud of that most people don't know about?
- Who had the biggest influence on how you see the world?
- What's a lesson you had to learn more than once?
- What does a really good day look like for you?
- What's a risk you're glad you took?
- What are you trying to get better at right now?
- What's a question you wish people asked you more often?
- When do you feel most like yourself?
- What would you do with an extra hour every day?
- What's something you used to believe that you don't anymore?
Fun conversation starters
Playful questions that get people talking without pressure.
- Would you rather have a rewind button or a pause button for your life?
- What's the most useless talent you have?
- If you opened a small shop, what would it sell?
- Which fictional world would you actually want to live in?
- What's your go-to karaoke song, even if you'd never sing it?
- What food would you be happy to eat every day for a month?
- If your pet could talk, what would it complain about?
- What's the weirdest job you've ever had or heard of?
- Which era would you visit for one day?
- What app would you delete forever if you could?
How to keep the conversation going
A starter only opens the door. What keeps a conversation going is the second question. Listen for one specific detail in the answer and ask about it:
- How did that start?
- What was the hardest part?
- What surprised you about it?
- What would you do differently next time?
- Why that one?
- What happened next?
Answer, then ask back
When someone asks you a question, give a real answer (two or three sentences with one concrete detail), then return a question. “Busy, I'm preparing a talk for Thursday. How about you, anything big this week?” works far better than “Good, you?”
Avoid the interview
Firing question after question feels like an interrogation. Share something about yourself between questions so the other person has something to react to.
Have a graceful exit
Ending well is part of a good conversation: “I'm going to grab another coffee, but I'd love to hear how the launch goes.” Mentioning something they told you shows you were listening.
Want to sound clearer when it's your turn to talk? Start by cutting filler words like “um” and “like”.

