Best Icebreaker Questions for Work

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Imagine this: you come into your morning meeting and everybody is tired from another late night of work or simply lacking the motivation to start the day. The same old “Hello! How are you?” would probably be insufficient at raising the team’s morale. So how about this? Step out of your regular comfort zone of recycled greetings and try some icebreaker questions instead. I guarantee they will do wonders for your mood and the general atmosphere of your meetings.

It is an acknowledged fact that businesses consistently use icebreakers. They are an efficient tool whether you just formed a new team, welcomed a new colleague, or just want to strengthen preexisting relationships. And now, more than ever, in the age of remote work, icebreakers are a must. For teams that are confined to a virtual environment and can’t interact with one another, icebreakers can reduce the inherent challenges of the workplace.

With that in mind, we prepared the best icebreaker questions for your working environment. For convenience sake and the benefit of our readers, we took the time to categorize them based on your needs.

Laid-back Icebreaker Questions

We kickstart this section with some effortless questions, perfect for an intro to your morning meetings.

  1. What is your typical wake-up routine in the morning?
  2. Do you have a dedicated office space at home?
  3. To be honest, how often do you work from your bed?
  4. What did you have for breakfast this morning?
  5. What unusual or quirky things do you do regularly?
  6. Are you an early bird or a night owl?
  7. Would you prefer to start work early or late?
  8. What book do you think everyone should read?
  9. What is the most unique thing you have within reach of your desk?
  10. What is one item you couldn’t live without?

Icebreaker Questions for Virtual Meetings

In this section, we focus more on conference style icebreaker questions, that will work great in an online environment.

  1. Do you love working from home or would you rather be in the office? Is there a balance of both that you like best?
  2. Best professional development book you’ve ever read?
  3. What was your most recent Google search?
  4. If you would be able to work from any country, which one would it be?
  5. What is the most challenging part of working from home?
  6. What work-from-home habit is most successful for you?
  7. How easy or difficult is it to motivate yourself?
  8. What is the most interesting online article you’ve read lately?
  9. What do you like most about remote work?
  10. Do you have any remote work productivity hacks?

“Get to Know Me” Icebreaker Questions

No one wants to be part of a team, whose members aren’t in the least bit interested in each other. With that in mind, here we have prepared some interesting questions meant to get you more acquainted with your colleagues.

  1. What’s the greatest challenge you overcame?
  2. What’s your biggest guilty pleasure?
  3. What is your attitude when faced with a challenge?
  4. What is something about your work that you find stressful?
  5. What was the worst job you ever had?
  6. What’s is one thing we don’t know about you?
  7. When was the last time you did something for the first time?
  8. What is something you wish you did more often?
  9. How have your career ambitions changed?
  10. How comfortable are you sharing what you believe in?

“Would You Rather” Questions

No list of icebreaker questions would be complete without the classical “would you rather” section. Bear in mind, the questions we prepared might not be so easy to answer.

  1. Would you rather do something you love and make just enough money to get by or do something you hate but make billions of dollars?
  2. Would you rather get paid your entire salary plus benefits all at once for the year or get paid little by little throughout the year?
  3. Would you rather have a terrible boss but a great job or a great boss but a terrible job?
  4. Would you rather have way more work than you could ever accomplish in a day and be stressed or have hardly any work at all and be bored?
  5. Would you rather work in a big city or a small town?
  6. Would you rather commute two hours to your dream job or live two minutes from a mediocre job?
  7. Would you rather work in a group or work alone?
  8. Would you rather have a desk job or an outdoor job?
  9. Would you rather be in your pajamas or a suit all day every day?
  10. Would you rather have a physical meeting with other coworkers or have an online meeting with other coworkers?

“If You Could” Questions

And lastly, we close this article with another standard question list, the “if you could” questions.

  1. If you could have dinner with anybody, dead or alive, who would it be?
  2. If you could instantly become an expert in something, what would it be?
  3. If you could see one movie again for the first time, what would it be and why?
  4. If you had to teach a class on one thing, what would you teach?
  5. If you could eliminate one thing from your daily routine, what would it be and why?
  6. If you could give a piece of advice to your younger self, what would it be?
  7. If you could speak another language, what would it be?
  8. If you could do something that you don’t because it’s bad for you, but you could do it without repercussions – what would you do? 
  9. If you could be guaranteed one thing in life (besides money), what would it be?
  10. If you could live in another historical period, would you? If so, which one?

Using icebreaker questions for work is an effective way to increase your team’s engagement, whether in a physical environment or a virtual one. You can easily include any of the questions in this article in a meeting and you will be glad you did so!



Ana is a PhD student who also follows a freelance content writing career. Her interests cover a wide range of fields, and her writing style varies according to the needs of her clients. When she isn't writing, you can find her somewhere lost in nature or at the library with her head in a book.

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