200 Would You Rather Questions for Work: Fun Icebreakers for Corporate Meetings
This team icebreaker is perfect for team-building, brainstorming sessions, or just lightening the mood. The game is simple and effective. Below, we’ve got 200 fun would you rather questions tailored for professional settings, plus tips to make your meetings shine. Let’s dive into the best would you rather questions to transform your office gatherings!
Just for fun, we created a “Would You Rather” question generator below. Give it a try!
Would You Rather Questions for Work
Click “Generate Question” to get a random work-themed prompt.
How to Use Would You Rather Questions as an Icebreaker in Corporate Meetings.
The would you rather game is a breeze to set up. Pick a few good would you rather questions from our list, pose them to the group, and let everyone share their choice—quick answers or brief explanations work great. Use polls for virtual meetings or go around the room for in-person ones. Keep questions light and inclusive to avoid discomfort, focusing on workplace-relevant or humorous scenarios. For small teams, encourage discussion; for larger groups, stick to quick votes. This approach, inspired by Atlassian’s team-building tips, ensures the great would you rather questions below boost engagement and team dynamics.
You can also use this icebreaker as a way to create random teams and get your group interacting with other team members. For instance, instead of using the questions to create a discussion, you can use them to have people move around the room. For instance, ask a question and have the group move in a direction based on their answer. “Would you rather eat ice cream on a hot day or soup on a cold day? If you are an ice cream person, move to my left. If you are a soup person, move to my right.” Then ask a second question and have the group move toward the front of the room or back of the room.
For fun, you can make the distance moved based on the intensity of their answer. If you really love ice cream and hate soup, you may move ten steps. If both sound good, but you hate the cold, you might move one step in the soup direction.
Ask four to eight questions. The group should have moved around the room quite a bit. Just have them sit at the table closest to them after the icebreaker exercise. Wherever the sit will become their new team.
Workplace Preferences Would You Rather Questions.
These would you rather work questions explore professional preferences, sparking insights into team priorities.
- Would you rather have a corner office or a flexible work-from-home schedule?
- Would you rather work in a small startup or a large corporation?
- Would you rather lead a team or work independently on projects?
- Would you rather have a short commute or a higher salary?
- Would you rather work overtime for a bonus or leave early for free?
- Would you rather have a mentor or be a mentor to someone?
- Would you rather work on one big project or multiple small tasks?
- Would you rather have a standing desk or a comfy office chair?
- Would you rather attend endless meetings or write endless reports?
- Would you rather work in silence or with background music?
- Would you rather have a strict boss or a laid-back one?
- Would you rather get a promotion or a pay raise?
- Would you rather work nights or early mornings?
- Would you rather have a long lunch break or leave work early?
- Would you rather work in a noisy open office or a quiet cubicle?
- Would you rather travel for work or stay local?
- Would you rather have a fast-paced job or a relaxed one?
- Would you rather work with data or with people?
- Would you rather have a job with stability or high growth potential?
- Would you rather do creative work or analytical tasks?
- Would you rather have a fixed schedule or flexible hours?
- Would you rather work on-site or remotely forever?
- Would you rather have a big team or a small one?
- Would you rather focus on strategy or execution?
- Would you rather have a job with lots of feedback or independence?
Funny Workplace Scenarios.
These funny would you rather questions bring humor to meetings, keeping things light and professional.
- Would you rather trip in a meeting or sneeze on a coworker?
- Would you rather have a permanent clown nose or clown shoes at work?
- Would you rather spill coffee on your boss or your laptop?
- Would you rather forget everyone’s name or your own during a meeting?
- Would you rather have a squeaky chair or a wobbly desk?
- Would you rather accidentally email “I love you” or “I quit” to all?
- Would you rather wear mismatched shoes or a backward shirt all day?
- Would you rather have a loud keyboard or a squeaky mouse?
- Would you rather be stuck in an elevator with your boss or a client?
- Would you rather have a printer jam or a computer crash daily?
- Would you rather sing every email or dance every presentation?
- Would you rather have a desk plant that talks or one that sings?
- Would you rather have a ringtone that’s a dog bark or a baby cry?
- Would you rather forget your lines in a pitch or lose your slides?
- Would you rather have a sticky note obsession or a paperclip obsession?
- Would you rather wear a tie-dye suit or flip-flops to a client meeting?
- Would you rather have a chair that spins uncontrollably or one that’s too short?
- Would you rather call your boss “Mom” or “Dad” by mistake?
- Would you rather have a pen that leaks or a notebook that tears?
- Would you rather be known as the snack hoarder or the coffee fanatic?
- Would you rather have a glitchy Zoom background or no audio in calls?
- Would you rather misspell every email or mispronounce every name?
- Would you rather have a desk fan that’s too strong or too weak?
- Would you rather accidentally like an old email or send a blank one?
- Would you rather have a stapler that jams or a tape dispenser that sticks?
Team Dynamics Questions.
These questions foster collaboration and reveal how team members view teamwork.
- Would you rather have a team that emails or one that chats?
- Would you rather work with a talkative team or a quiet one?
- Would you rather have a team that’s super organized or super creative?
- Would you rather resolve team conflicts or avoid them altogether?
- Would you rather have frequent team outings or focused work sessions?
- Would you rather be the team cheerleader or the quiet supporter?
- Would you rather work with newbies or seasoned pros?
- Would you rather lead brainstorming or take notes during it?
- Would you rather have a team that’s always early or always late?
- Would you rather work with risk-takers or cautious planners?
- Would you rather have a team that debates or agrees quickly?
- Would you rather share credit or take the spotlight?
- Would you rather have a team that’s diverse or similar to you?
- Would you rather handle team logistics or creative ideas?
- Would you rather have a team that’s formal or super casual?
- Would you rather work with a competitive or collaborative team?
- Would you rather have a team that’s tech-savvy or people-focused?
- Would you rather give feedback or receive it from teammates?
- Would you rather have a team that’s loud or one that’s calm?
- Would you rather work with optimists or realists?
- Would you rather have a team that plans or improvises?
- Would you rather mentor a teammate or learn from one?
- Would you rather have a team that’s fast or thorough?
- Would you rather celebrate team wins big or keep it low-key?
- Would you rather have a team that’s always joking or serious?
Funny Would You Rather Work Questions about Office Perks.
These would you rather work questions explore fun workplace benefits, encouraging lighthearted discussion.
- Would you rather have unlimited coffee or unlimited snacks in the office?
- Would you rather have free parking or free public transit passes?
- Would you rather get free lunch or free gym memberships?
- Would you rather have a nap room or a game room at work?
- Would you rather get extra vacation days or a bigger bonus?
- Would you rather have a pet-friendly office or a quiet lounge?
- Would you rather get free concert tickets or free travel vouchers?
- Would you rather have a fancy coffee machine or a smoothie bar?
- Would you rather get a company car or a home office stipend?
- Would you rather have casual Fridays or early-release Wednesdays?
- Would you rather get free books or free online courses?
- Would you rather have a rooftop terrace or an indoor garden?
- Would you rather get free massages or free yoga classes?
- Would you rather have a snack bar or a dessert cart?
- Would you rather get a bigger office or a better view?
- Would you rather have a team retreat or a holiday party?
- Would you rather get free tech gadgets or free apparel?
- Would you rather have a coffee shop or a library at work?
- Would you rather get a wellness stipend or a travel allowance?
- Would you rather have a ping-pong table or a foosball table?
- Would you rather get free dry cleaning or free car washes?
- Would you rather have a meditation room or a music room?
- Would you rather get free event tickets or free gift cards?
- Would you rather have a gourmet cafeteria or food trucks?
- Would you rather get a sabbatical or a flexible summer schedule?
Career Growth Questions.
These questions prompt reflection on professional aspirations, perfect for team insights.
- Would you rather train others or keep learning yourself?
- Would you rather get a big promotion or learn a new skill?
- Would you rather attend a conference or take an online course?
- Would you rather have a high-profile project or a mentor’s guidance?
- Would you rather take a pay cut for passion or stay for stability?
- Would you rather be a specialist or a generalist in your field?
- Would you rather work abroad or climb the ladder locally?
- Would you rather have a side hustle or focus on your main job?
- Would you rather get public recognition or private praise?
- Would you rather take risks for growth or play it safe?
- Would you rather have a long career or early retirement?
- Would you rather work in a new industry or master your current one?
- Would you rather have a coach or figure things out alone?
- Would you rather lead innovation or improve existing systems?
- Would you rather have a big network or deep expertise?
- Would you rather get a degree or hands-on experience?
- Would you rather work for a visionary or a practical leader?
- Would you rather have a fast-track career or a balanced life?
- Would you rather be known for creativity or reliability?
- Would you rather take on stretch assignments or stick to strengths?
- Would you rather have a global role or a local impact?
- Would you rather get frequent raises or more responsibility?
- Would you rather work with trends or timeless skills?
- Would you rather have a legacy or immediate impact?
- Would you rather pivot careers or stay the course?
Would You Rather Work Questions about Technology in the Workplace.
These Would You Rather questions for Work dive into tech preferences, relevant for modern teams.
- Would you rather have a VR meeting or a phone call?
- Would you rather use a laptop or a desktop for work?
- Would you rather have a single monitor or dual monitors?
- Would you rather use email or instant messaging for communication?
- Would you rather have a smart whiteboard or a regular one?
- Would you rather use a tablet or a notebook for meetings?
- Would you rather have a company phone or a personal one?
- Would you rather use cloud storage or local drives?
- Would you rather have a virtual assistant or a human one?
- Would you rather use Zoom or Microsoft Teams for calls?
- Would you rather have a wired headset or wireless earbuds?
- Would you rather use a mouse or a trackpad?
- Would you rather have a fast computer or a fast internet?
- Would you rather use Excel or Google Sheets for data?
- Would you rather have a tech upgrade or a new office chair?
- Would you rather use a physical calendar or a digital one?
- Would you rather have a password manager or memorize passwords?
- Would you rather use a projector or a big screen?
- Would you rather have a tech-heavy or tech-light workplace?
- Would you rather use Slack or email for team chats?
- Would you rather have a standing monitor or an adjustable one?
- Would you rather use open-source or paid software?
- Would you rather use a stylus or a keyboard for notes?
- Would you rather have a tech trainer or learn on your own?
- Would you rather use AI tools or manual processes?
Would You Rather Work-Life Balance Questions.
These questions explore how employees balance professional and personal lives.
- Would you rather work late or start early to finish tasks?
- Would you rather work four long days or five short ones?
- Would you rather have a strict work-life boundary or blend them?
- Would you rather take a long vacation or multiple short ones?
- Would you rather have a hobby or extra work hours?
- Would you rather check emails after hours or unplug completely?
- Would you rather have a home office or a coffee shop workspace?
- Would you rather exercise before or after work?
- Would you rather have a family-friendly or career-focused job?
- Would you rather commute for a dream job or work locally?
- Would you rather have a rigid schedule or spontaneous plans?
- Would you rather prioritize health or career advancement?
- Would you rather have a side gig or more free time?
- Would you rather work weekends for weekdays off or not?
- Would you rather have a long lunch or a quick one?
- Would you rather live close to work or in a dream location?
- Would you rather have a stressful job or a boring one?
- Would you rather nap at lunch or power through?
- Would you rather have a social job or a private life?
- Would you rather work hard now or later in life?
- Would you rather have a big house or a short commute?
- Would you rather cook dinner or order takeout after work?
- Would you rather have a pet at work or at home?
- Would you rather have a busy or calm evening routine?
- Would you rather retire early or work forever?
Client and Customer Interaction Questions.
These questions focus on external relationships, great for sales or service teams.
- Would you rather have a chatty client or a quiet one?
- Would you rather deal with a picky client or a vague one?
- Would you rather pitch to a big client or a small one?
- Would you rather handle customer complaints or new inquiries?
- Would you rather meet clients in-person or over video?
- Would you rather have a demanding client or an indecisive one?
- Would you rather upsell a product or focus on service?
- Would you rather work with repeat clients or new ones?
- Would you rather have a client deadline or an internal one?
- Would you rather negotiate prices or stick to a set rate?
- Would you rather present to one client or a group?
- Would you rather email clients or call them?
- Would you rather solve a client issue or prevent one?
- Would you rather have a loyal client or a high-paying one?
- Would you rather work with local or international clients?
- Would you rather have a client who’s blunt or overly polite?
- Would you rather handle a crisis or routine client tasks?
- Would you rather meet a client’s deadline or exceed their expectations?
- Would you rather have a client who micromanages or ignores you?
- Would you rather sell a product or a service?
- Would you rather have a client who’s tech-savvy or traditional?
- Would you rather work with corporate or individual clients?
- Would you rather have a client who’s early or always late?
- Would you rather train a client or learn from them?
- Would you rather have a client who’s friendly or professional?
Would You Rather Lead Your Team Meeting Yourself or Hire an Expert Team Facilitator?
These Would You Rather Work Questions for Work are just one of many ways to get your team up and moving in a corporate meeting. Our expert team building facilitators have hundreds of turnkey team games and team building icebreakers to get your crowd laughing and enjoying each other’s company. For information about how we can help you, just complete the form below.
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