So what do these 10 questions look like?
Well, first of all, understand there is no magic to these questions or indeed any icebreaking activity.
It’s simply a tool. And when used intentionally, it can help you build success for whatever you’re trying to get on. So here they go in no particular order, but I will say the first set of questions I want to share with you tend to be more introductory and then they can go a little bit deeper.
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The story of, you know, that is to say, how did you become named the names that you have on your birth certificate? So for example, my name is Mark Alan Collard. And here is the story I share often to demonstrate what I mean by this exercise.
And I can guarantee you for all the people who are in cubicles within your organisation or are coming together for perhaps for the first time, maybe once a year, is that they probably don’t know much about each other. Maybe don’t even remember each other’s names or certainly don’t remember each other’s middle names. So I’ll share the story of my name and then invite other people to share their names, maybe in small groups or to the whole group, depending on how many people are in your meeting.
So for example, Mark Alan Collard is my full name. Collard is a mistake because three generations ago, my great-grandfather on an official government form had our actual last name, Callard, C-A-L-L-A-R-D, incorrectly transposed from an A to an O. And from that point on, we became Collards, which is why there’s not many of us in the telephone book.
My middle name is Alan because in my family, the family tradition is that the firstborn son assumes their father’s name as their middle name. So my son, Devon, is Devon Mark Collard. My dad is Alan James Collard for the same reason.
But the most fascinating, interesting part about my name, the story of my name is my first name, Mark.
Mark was the first name of my mother’s second favourite boyfriend. True story. I guess the deal was I’ll marry you, Alan, but we have to name our first son after the other guy.
Fascinating. Now, sometimes people have some really wonderful stories and it’s a great way to develop a bit of insight, a bit of empathy, and also a connection with these people. Or if not, if people can’t or don’t know the reason behind their name, I give them permission to make it up and that can be a lot of fun as well.
2. What Made You Smile This Week?
What made you smile this week? Hmm. There should be lots of reasons. I didn’t say what was the biggest smile or narrowed it down to the last hour.
Give people a lot of options. And so what made you smile on the last week? It could have been something small at home or at work. It won’t matter.
3. Where in the World would you Describe as Paradise?
Question number three, where in the world would you describe as paradise? And I often give an example of, I don’t spend a lot of time in bed, so I reckon being in bed is being in paradise, but it could be a holiday destination. It could be with your family somewhere overseas. It can really open up some really interesting conversations for people connected to that question.
4. What are People Usually Surprised to Learn About You?
What are people usually surprised to learn about you when they find out? For example, did you know that I’ve been hit by lightning twice? It’s a great story. I won’t share it here, but it’s true. Most people would have no clue that that’s actually happened in my life.
But notice the intentionality, the question up front intentionally invites people to share something that they’re willing to share. And that’s an important aspect of it.
5. What are You Grateful for?
Question number five, what are you grateful for? I start all of my evening meals with my family, holding hands and thinking about what we’re grateful for in that day.
Now, I’m not saying you should do that around the table at the workplace, but simply crafting an attitude of gratitude can be a really powerful way to diffuse conflict and issues of misunderstandings and so forth. When we start with gratefulness, it can really open up possibilities for our group. So a great icebreaker question, but may actually be very useful for serving to go into a conversation that may be a little bit more difficult for you to engage with.
Two more questions that sort of come under the non-threatening nature.
6. What is Something Kind that Someone has Done for you Recently?
I remember this question when it was asked of me years ago that I was running late. And in fact, I’d missed my taxi and I was on my way to the airport and someone, a local passed by wondering why I was dragging all of my stuff to what would appear to be the train station.
And they stopped and said, can I give you a hand? And they took me to the train station and I made it just in time. I was really grateful for that. That was something kind that that person did.
7. What Skill Would You Like to Master?
Maybe it’s a language, maybe it’s something related to work. I’d really love to be able to learn how to use that accounting software or that particular machine or how to be able to make a presentation without notes. What skill would you like to master? Notice now that some of these questions easily have a segue to the purpose of your meeting or the reason that you’re gathering with your group.
Okay, this next set of questions is a little more, let’s say deeper or more self-reflective.
So you will need to judge whether in fact these would land sensitively for your group. But if it’s a group of people who are intact and they meet frequently, you might find that these questions work really well to break the ice.
Remember, that’s our focus here, to invite people to connect and interact in a way that helps them build those relationships.
8. What is One of Your Favourite Things about One of Your Team Members?
What is one of your favourite things about one of your team members? It might be a personality trait or something that they’re good at, something they’ve done for you, but it’s a favourite thing about one of your team members, not about yourself, but one of your team members.
You could just imagine when that starts a meeting, how that will set up the conversation that follows.
9. What’s an Issue at Work that Not Enough People are Talking About?
This can be a great segue to sort of be able to chisel into the conversation around what you’re actually purposefully meeting for.
So what is something that we’re not talking about enough would be a great question to ask.
And finally, again, there’s no shortage of questions here, but this just sits on my top 10.
10. Describe One of Your Greatest Struggles Right Now
What is one of your greatest struggles? We’re not asking you to complain. We’re just asking you to describe what’s a struggle for you right now. Again, that might feed really nicely into your conversation, or if not, it just might provide an opportunity for your group to really connect closely.
If we’re really listening actively to what is being shared, can actually help us as a group grow together rather than consider ourselves as siloed workers in an environment where we have no connection to each other.
Original post August 2024, last updated December 2024.