100+ Best "Would You Rather" Questions for Work (Funny, Safe & Deep)
Copy‑paste‑ready workplace polls to energize meetings, standups, and remote calls
In this article
- Quick, Funny "Would You Rather" Warm-Ups
- Remote & Hybrid Team "Would You Rather" Polls
- Deeper Team & Culture "Would You Rather" Questions
- Workday Rituals & Decision Polls
- Frequently Asked Questions
Here you’ll find 100+ carefully curated Would you rather questions for work, organized into ready-to-launch poll cards you can run in meetings, town halls, retros, or async check-ins. These light, binary poll questions are fully work-safe, inclusive, and designed to spark quick conversation instead of awkward silence. Every question below can be instantly loaded into the Poll Maker tool and shared as a link, embed, or live vote in just a few seconds, free. If you ever want even snappier either/or prompts, explore our This or that questions for work collection as well.
Quick, Funny "Would You Rather" Warm-Ups
Use these fast, funny Would you rather questions for work as this-or-that for teams at the start of standups, onboarding sessions, all-hands, or offsites. They’re low-stakes, high-laughter polls that you can drop straight into Poll Maker for instant interaction, then segue smoothly into your main agenda. For even more playful prompts, mix in a few from our Fun poll questions for work during longer sessions.
- When to use these polls: At the start of meetings, town halls, virtual events, training sessions, or newsletters when you want quick energy and a shared laugh.
- Best poll types for this section: Simple single-vote multiple choice, live display polls, or embedded widgets in slides or internal portals.
- How to act on the results: Use the winning options as conversation starters, light experiments (like trying a new meeting format for a week), or just a fun callback later in the session.
Would you rather replace every meeting with an email or every email with a meeting?
Use this flagship would you rather question for work when you want instant engagement and an honest conversation about how your team communicates. It’s a great opener poll to load into Poll Maker and run live at the very start of a session.
- Swap meetings for email
- Swap email for meetings
- Keep a mix of both
- Something else
Would you rather work four 10-hour days or five 6-hour days?
Ask this when exploring flexible work options or just comparing preferences for compressed versus shorter workdays. The results can help you sense-check appetite for future scheduling experiments.
- Four 10-hour days
- Five 6-hour days
- No strong preference
- Something else
Would you rather only use GIFs in chat or only use bullet points in emails?
Run this light-hearted poll to break the ice before communication or collaboration workshops. It surfaces preferences on tone and structure without feeling heavy or personal.
- GIFs in chat only
- Bullet points in email
- Mix of both styles
- Prefer not to say
Would you rather have a desk by the snack station or a quiet corner with no foot traffic?
Use this poll when discussing office layouts or return-to-office plans. It helps you understand whether your team values energy and convenience or quiet focus areas more.
- Desk by snacks
- Quiet corner
- Rotate weekly
- Something else
Would you rather get free catered lunch at the office every day or one extra remote day each week?
Try this when you’re reviewing perks or testing what really motivates your team. The responses give a quick signal on whether people lean toward in-office benefits or flexibility.
- Free office lunch
- One extra remote day
- Depends on the week
- Something else
Would you rather your manager could see every Slack/Teams message you send or every email you send?
Use this thoughtful-but-funny prompt to open a conversation about trust, transparency, and documentation. Keep it anonymous if you want more honest voting and discussion afterward.
- See every chat message
- See every email
- Neither, please
- Prefer not to say
Would you rather turn the next all-hands into a company game show or a costume-themed meeting?
Perfect for planning a memorable all-hands or quarterly kickoff, this poll quickly reveals how playful your team is willing to be in a professional setting.
- Company game show
- Costume-themed meeting
- Neither, keep it classic
- Something else creative
Would you rather have your camera stuck on all day or your mic stuck on for one meeting?
Use this humorous scenario to loosen everyone up before a serious presentation or training. It’s relatable, quick to answer, and a great reminder to check your settings.
- Camera on all day
- Mic on for one meeting
- Neither, please
- Prefer not to say
Would you rather always work with music in your headphones or always work in complete silence?
Run this poll before discussing focus time, office noise levels, or “do not disturb” norms. It surfaces very different working styles in a light and respectful way.
- Music all the time
- Complete silence
- Mix, depending on task
- Something else
Remote & Hybrid Team "Would You Rather" Polls
These Would you rather questions for work are tailored to distributed teams and remote icebreaker games on Zoom, Teams, or Meet. They help you understand how people want to collaborate across time zones, design meetings that actually work, and choose digital rituals that make virtual work feel human. Pair them with our Funny poll questions for Zoom when you want a mix of formats in your next online session.
- When to use these polls: In remote standups, virtual offsites, hybrid town halls, onboarding cohorts, or async team surveys.
- Best poll types for this section: Multiple choice, recurring pulse polls, or QR-code polls shared across chat channels and meeting invites.
- How to act on the results: Use voting patterns to refine meeting cadences, decide which tools to standardize on, and prioritize the remote perks that matter most.
Would you rather be fully remote with occasional travel, or hybrid with access to a great office space?
Ask this when you’re planning long-term workplace strategy or just checking team sentiment about remote and hybrid models. It’s a useful way to sense overall direction without committing to specifics yet.
- Fully remote + travel
- Hybrid with great office
- Either, if well designed
- Something else entirely
Would you rather have one 90-minute weekly team meeting or three 30-minute check-ins?
Use this poll to co-design your remote meeting rhythm. The winning option can inform your next experiment with team cadences and time boxing.
- One 90-minute meeting
- Three 30-minute check-ins
- Depends on the project
- No regular meeting at all
For virtual socials, would you rather do an online escape room or a quiz/trivia night?
Run this before scheduling your next remote social event so people feel involved in the decision. It’s quick to answer and gives you a clear direction for planning.
- Online escape room
- Quiz or trivia night
- Rotate different formats
- Something else fun
Would you rather have many focused project channels or one main team channel with threads?
Use this poll to guide how you organize Slack or Teams. It uncovers whether your group prefers breadth (many channels) or depth (fewer spaces, more threads).
- Many focused channels
- One main channel
- Hybrid of both
- Something else
Would you rather your team default to cameras-on or cameras-optional for most calls?
This question helps you set respectful norms around video expectations. Keep the poll anonymous if you want honest feedback from people who prefer more privacy.
- Cameras-on by default
- Cameras-optional
- Depends on meeting type
- Prefer not to say
Would you rather collaborate on a shared virtual whiteboard or in a shared document?
Use this poll before workshops or planning sessions to choose the best format for ideas. It quickly surfaces which tools will make people most comfortable and productive.
- Virtual whiteboard
- Shared document
- Mix of both tools
- Something else
With global teammates, would you rather align on earlier mornings or later evenings for overlap hours?
Ask this when you’re trying to fairly share the load of off-hours meetings. The results can guide which region flexes and by how much.
- Earlier mornings
- Later evenings
- Rotate who flexes
- Something else
As a remote perk, would you rather receive a home-office budget or a monthly food-delivery credit?
Use this poll when prioritizing how to spend limited budget on remote perks. It’s a simple way to learn which benefits feel more tangible and supportive.
- Home-office budget
- Food-delivery credit
- Split between both
- Something else
For recognition, would you rather get a public shout-out in a channel or a private thank-you with a small reward?
Run this poll when you’re shaping recognition programs. It keeps the conversation positive while revealing how people truly like to be appreciated.
- Public shout-out
- Private thank-you + reward
- Both are great
- Prefer not to say
Deeper Team & Culture "Would You Rather" Questions
Use these slightly deeper Would you rather questions for work when you want team bonding questions that explore leadership style, feedback, and culture—but still feel safe and optional. They work well in manager roundtables, retrospectives, and development workshops, especially when combined with lighter icebreaker questions for work to start.
- When to use these polls: In team retros, leadership sessions, employee engagement surveys, or values workshops where reflection is encouraged.
- Best poll types for this section: Anonymous multiple choice polls, rating-scale follow-ups, or segmented results by team or location.
- How to act on the results: Use trends to adapt management styles, invest in learning, and prioritize culture initiatives that match what people say they want.
Would you rather have a manager who checks in frequently or one who gives you full autonomy unless you ask for help?
Run this poll in leadership or team sessions to understand preferred management styles. It can spark a healthy discussion about expectations on both sides.
- Frequent check-ins
- High autonomy
- Mix of both
- Depends on the task
Would you rather spend most of your time on one big, ambitious project or many smaller, quick-win projects?
Use this would you rather question for work when planning roadmaps or assigning initiatives. It reveals how people naturally like to work and where they might thrive.
- One big project
- Many quick wins
- Balanced mix
- Something else
Would you rather get direct, unfiltered feedback immediately or softer, bundled feedback less often?
Ask this when designing feedback rituals or coaching programs. Anonymous voting can make it easier for people to express what really helps them improve.
- Direct, immediate feedback
- Softer, less often
- Depends on the topic
- Prefer not to say
Would you rather the company invest more in learning and development or in office spaces and perks?
Use this poll in strategy or budget discussions to understand what employees value most. The results can guide trade-offs when resources are limited.
- Learning & development
- Office & perks
- Balanced investment
- Something else
Would you rather work in a team with very clear, detailed processes or a team with flexible, evolving ways of working?
Run this question before changing workflows or tools. It gives you a sense of how much structure your team finds helpful versus restrictive.
- Very clear processes
- Flexible, evolving ways
- Depends on the work
- Something else
Would you rather work on a highly global, diverse team across time zones or a mostly local team with similar schedules?
Use this poll to open up a thoughtful conversation about diversity, collaboration, and the realities of time zones. Keep the tone respectful and optional.
- Global, diverse team
- Mostly local team
- Either, if well run
- Prefer not to say
Would you rather have a dedicated mentor inside the company or an external coach you meet with regularly?
Ask this would you rather question for work when shaping development programs. It shows whether people prioritize internal networks or outside perspectives.
- Internal mentor
- External coach
- Both, if possible
- Something else
Would you rather see most leadership roles filled by internal promotions or by hiring external experts?
Use this poll in leadership, HR, or all-hands settings to understand views on career paths and fresh perspectives. It can inform succession planning and hiring strategy.
- Mostly internal promotions
- Mostly external hires
- Balanced mix
- Prefer not to say
Workday Rituals & Decision Polls
These Would you rather questions for work are ideal when you want safe-for-work debate prompts that help you fine-tune everyday routines—things like standups, celebrations, and workspace norms. They’re practical enough to inform real decisions, but still playful enough to keep the mood light and inclusive.
- When to use these polls: During retrospectives, planning meetings, offsites, or any time you’re redesigning schedules, rituals, or team norms.
- Best poll types for this section: Multiple choice polls, follow-up ranking polls, or segmented results so different teams can compare preferences.
- How to act on the results: Turn top-voted options into small, time-boxed experiments, then re-poll later to see if the new rituals are working.
Would you rather have a 10-minute standup every day or a 30-minute standup twice a week?
Use this poll to co-create your standup rhythm with the team. The result can guide a trial schedule for the next sprint or month.
- 10 minutes every day
- 30 minutes twice a week
- No formal standups
- Something else
Would you rather your next team day be a volunteering day or a purely fun activity day?
Run this before planning offsites or in-person days so you choose an activity that matches your team’s energy and values.
- Volunteering day
- Fun activity day
- Blend of both
- Something else
Would you rather celebrate wins with quick shout-outs in regular meetings or with a bigger quarterly awards session?
Use this poll when rethinking how you recognize success. It balances a preference for frequent micro-recognition versus larger, less frequent moments.
- Quick shout-outs
- Quarterly awards
- Both formats
- Prefer not to say
Would you rather brainstorm with silent sticky-note style ideas or out-loud rapid-fire discussion?
Ask this before workshops or ideation sessions to pick an approach that helps more people contribute comfortably, including quieter voices.
- Silent sticky-note style
- Out-loud rapid-fire
- Mix of both
- Something else
Would you rather have two longer breaks each day or several short microbreaks?
Use this would you rather question for work when designing break guidelines or wellness initiatives. It highlights how your team recharges best during the day.
- Two longer breaks
- Several microbreaks
- Flexible, self-managed
- Something else
Would you rather have a shared office playlist at a low volume or designated quiet zones only?
Run this poll before changing office sound policies. It gives your team a say in the atmosphere they work in most days.
- Shared office playlist
- Quiet zones only
- Mix of both spaces
- Something else
Would you rather have hot-desking where you move around or assigned desks you keep long term?
Use this poll when rethinking seating or moving office. It reveals whether people care more about flexibility or having a stable home base.
- Hot-desking
- Assigned desks
- Hybrid arrangement
- Prefer not to say
Would you rather end the week with a short virtual coffee recap or a quick Friday trivia session?
Run this poll to choose a recurring end-of-week ritual. It keeps things light while reinforcing connection and reflection on what went well.
- Virtual coffee recap
- Friday trivia
- Alternate each week
- Something else
Frequently Asked Questions
These FAQs cover how to use Would you rather questions for work effectively, from basic setup to interpreting results and keeping your polls inclusive, fun, and decision-ready.
- What makes a good “Would You Rather” question for work?
- A good workplace “Would You Rather” question is clear, specific, and genuinely safe for all audiences. It should focus on topics like meetings, collaboration, perks, and work styles—not sensitive areas like politics, religion, personal appearance, or income. Aim for options that feel evenly balanced so you don’t end up with a 95% vs. 5% split every time.
- How many Would You Rather questions should I ask in one meeting?
- For most meetings, one to three questions is enough. Start with one high-energy poll to warm people up, then add a second or third if you need input on rituals or decisions. Longer events like offsites can handle a short sequence of 5–10, especially if you space them across the agenda.
- Should these workplace polls be anonymous?
- It depends on the topic. For light, funny prompts, named votes can be fine and even more fun. For anything related to management style, recognition, or culture, anonymous voting usually gives more honest data and makes quieter voices feel safer participating.
- How do I use the results from these binary poll questions?
- Use the results as a starting point, not a final verdict. For fun topics, simply share the winning option and a few reactions. For decisions (like meeting formats or perks), treat the top choice as a hypothesis: run a small experiment, then re-poll later to see if people still prefer it after trying it in practice.
- Can I run these Would You Rather polls with remote and hybrid teams?
- Yes. These questions are written to work equally well in rooms, on Zoom, or in hybrid meetings. Share a Poll Maker link in chat, show a QR code on your slides, or embed the poll in your intranet so everyone—remote and in-person—can vote at the same time.
- What’s the difference between “Would You Rather” and “This or That” polls?
- “Would You Rather” questions usually frame a small trade-off or scenario (for example, choosing between two meeting styles), while “This or That” polls are often faster, simpler choices (like coffee vs. tea). Both are great for engagement; use “Would You Rather” when you want more discussion and “This or That” when you want rapid-fire icebreakers.
- Can I let people suggest their own options in these polls?
- Yes, especially for topics like team rituals, socials, or perks. Start with two or three clear default options, then enable an “other” option or follow up with an open-ended question. This keeps the poll structured while still capturing creative ideas you may not have considered.
- How often should we use Would You Rather questions for work?
- Used weekly or bi-weekly, these polls can become a fun ritual without feeling repetitive. Rotate themes—fun one week, deeper culture the next—and keep questions fresh. Avoid running more than a couple per short meeting so they enhance, rather than replace, real work.
- Are there topics I should avoid in workplace Would You Rather polls?
- Yes. Avoid anything related to protected characteristics (age, race, gender, religion), personal relationships, politics, or salary. Steer clear of questions that single out individuals or teams. Focus instead on work habits, collaboration, learning, tools, and light everyday preferences like snacks or meeting times.
- Can I reuse these questions as social media or LinkedIn polls?
- Absolutely. Many of these Would You Rather questions make excellent public-facing engagement posts. Just remove any internal-only details and keep the options balanced. For more inspiration on formats and wording, you can browse our LinkedIn poll ideas and adapt them for your audience.
To get the most from these Would you rather questions for work, keep each question short, specific, and jargon-free so people can vote in seconds. Offer balanced, realistic options plus an “other” or neutral choice where it makes sense, and avoid leading language that pushes everyone toward one answer. Look at the results for clear patterns, then turn the winning options into small experiments you can test and revisit. Every poll card on this page can be created and launched in seconds using Poll Maker for free, so you can iterate quickly and keep your team’s voice at the center of how you design meetings, culture, and rituals.
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