50 Ice Breakers Employees Don't Hate (Because I Tried the Bad Ones First)

Charles Stein ran the ice breakers everyone dreads so you don't have to. 50 that actually work, sorted by what bombed and what didn't.

GAMES & ACTIVITIES

Charles Stein

8/26/20263 min read

Okay, real talk — my first ice breaker as an HR generalist was "if you were a kitchen appliance, which one would you be." I got four "toasters," one guy who said "the one nobody uses," and a silence so long I started reading the wall clock like it owed me money. That was two years ago. Since then I've run probably sixty of these things at all-hands meetings, new-hire orientations, and one deeply regrettable "mandatory fun" retreat. Some of them worked. A lot of them didn't. Here's the list, organized by what I learned the hard way.

The Ones That Bombed (So You Don't Have To Try Them)

  • Anything with the word "appliance" in it

  • Two Truths and a Lie when nobody's met each other yet — people just lie boringly

  • Any question that starts with "if you could" and ends with something career-related

  • Making people stand up and move to a corner of the room based on their answer — great for a 20-person team, a slow-motion trust fall for anyone over 60 people

  • "Share something not on your LinkedIn" — too vague, everyone freezes

Quick Ones (Under 60 Seconds Per Person, Good for Meeting Kickoffs)

  • What's the last thing you Googled?

  • Coffee, tea, or "I don't understand the question"?

  • What's currently open in one of your browser tabs that you're a little embarrassed about?

  • Show us the most recent photo on your phone (with an out if it's private)

  • What's your go-to order at the place closest to your desk?

  • One word for how your week is going, no explaining

  • What's a food you will defend to the death?

  • What app do you check first in the morning?

  • If your Friday had a theme song, what is it?

  • What's something you're weirdly good at that has nothing to do with your job?

Slightly Deeper (Good for Team Meetings, Not First-Day Orientation)

  • What's a skill you learned outside of work that you use more than you'd expect?

  • Who's someone who influenced how you work, and how?

  • What's a small thing a coworker did once that you still remember?

  • What's a task you've gotten weirdly efficient at?

  • What's the most useful thing you learned in your first job that had nothing to do with the actual job?

  • What's a rule you follow that isn't written down anywhere?

  • What's something you thought you'd be bad at and turned out to like?

  • What's a compliment you got once that stuck with you?

  • What's your least popular opinion about how meetings should work?

  • If you had an extra hour today, guilt-free, what would you do with it?

For New Hires (Low Pressure, Doesn't Require Tenure)

  • What made you say yes to this job specifically?

  • What's a question you're a little nervous to ask but should?

  • What's your ideal way to get feedback — direct, written, in the moment?

  • What's something you want people to know about how you work?

  • What's a misconception people have about your previous field or role?

  • What's one thing that would make your first month easier?

  • What time zone brain are you actually operating on right now?

  • What's something small that would make you feel welcome here?

Remote and Hybrid Friendly (Nobody Has to Stand Up)

  • Show us something within arm's reach of your desk right now

  • What's your video-call background — real or virtual — and why

  • Type your answer in chat instead of saying it out loud (great for the quieter half of the team)

  • What's the weather actually like where you are?

  • What's a snack you keep at your desk that you'd defend in a debate

  • What's one thing about working from home nobody warned you about

  • Drop an emoji that describes your current task, no words

  • What's the last thing that made you laugh out loud alone at your desk

For When You Have More Time (Team Offsites, Longer All-Hands)

  • Tell us about a job you had before this one that taught you something surprising

  • What's a decision you made that you're still proud of a year later

  • What's something your team does that you'd want every team here to do

  • What's a piece of advice you got that you didn't take, and are you glad or not

  • What's the most "you" purchase you've made recently

  • If you designed a new company holiday, what would it celebrate

  • What's a skill you wish more people asked you about

  • What's something this team got right that you've bragged about outside of work

  • What's a small tradition you'd want this team to start

  • What's one thing you want to be true about this team a year from now

What I'd Actually Tell You

The pattern I noticed after enough of these: the questions that land are specific and low-stakes. "What's in your browser tab" gets a real answer in three seconds. "What's your leadership philosophy" gets a rehearsed one, if you get one at all. Match the question to how much time you actually have, and don't make someone perform vulnerability before they trust the room. I still don't have this fully figured out — ask me again in a year and half this list might be different. What's the ice breaker that's actually worked for your team? I want to steal it.

Questions? Reach out anytime.

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