29 Questionable Icebreakers for Your Next Team Meeting

Take yourself off mute and tell HR to look the other way.

Dylan M. Austin
The Haven

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A man gesturing with his hands in a virtual meeting, joined at a conference table by coworkers in the background also on their laptops
Image: Headway

We’ve all been there: you’re in a Zoom call with coworkers (or on Teams if you’re especially unlucky). The facilitator opens the meeting in the worst possible way — coming in hot with a chilling icebreaker. It’s never a good time.

What did I do this weekend? Do I make something up or admit that I watched Maid in Manhattan four times on Saturday?

What’s my go-to karaoke song? Here’s a question for your question: What’s a work-appropriate way to say I’d rather die? Also, is this one of those awkward speed-dating events? Why do you need to know this about me, Jim?

Look, if we must put on this charade, we need better questions. You want to get to know me? You want our team to bond? Fine. Buckle up and tell human resources to mind their damn business — they won’t like these questions, but you will. We’re diving deep and pursuing never-before-seen levels of synergy.

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Dylan M. Austin
The Haven

Copy and content writer in Seattle. Sometimes satirical, sometimes sincere. Run-on mixed metaphor. Gay, autistic dog dad with ADHD (and too many plants).