This or That Questions for Work

48 picks, one click per question, no repeats until you've seen them all.

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48 questions in this deck · no repeats until you've seen them all

A two-option question is the fastest icebreaker there is: no one has to think of a story, everyone answers in a few seconds and the team learns something. Use one at the start of a meeting, a stand-up or a new-hire welcome.

More versions: all this or that questions, this or that questions for couples, hard this or that questions, this or that for kids.

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48 This or That Questions for Work by Theme

Meetings and workday

  1. Morning meetings or afternoon meetings?
  2. Camera on or camera off?
  3. Long email or quick call?
  4. Agenda in advance or figure it out live?
  5. Standing desk or comfy chair?
  6. Inbox zero or 3,000 unread?
  7. Slides or a doc?
  8. Start early and leave early or start late and stay late?
  9. Music while working or total silence?
  10. Calendar fully booked or no meetings at all?
  11. Sticky notes or digital to-do list?
  12. Five short breaks or one long lunch?

Remote and office

  1. Work from home or work from the office?
  2. Home office or kitchen table?
  3. Coffee shop or library for a change of scene?
  4. Slack or email?
  5. Video call or phone call?
  6. Hybrid schedule or fully remote?
  7. Commute by train or by bike?
  8. Pajama bottoms or full outfit on video calls?
  9. Pet coworker or plant coworker?
  10. Open office or private cubicle?
  11. Headphones in or always available?
  12. Team chat emojis or plain text?

Team and culture

  1. Team lunch or team happy hour?
  2. Public praise or private thank-you?
  3. Big team or small team?
  4. Plan the offsite or just show up?
  5. Learn a new skill or master the one you have?
  6. Work with a mentor or be a mentor?
  7. Bring snacks or bring jokes?
  8. Office party or extra day off?
  9. Trivia night or escape room for team building?
  10. Brainstorm out loud or think alone first?
  11. Shared playlist or no music in the office?
  12. Birthday cake or birthday half-day?

Career and style

  1. Big company or start-up?
  2. Generalist or specialist?
  3. Ask for forgiveness or ask for permission?
  4. Fast and good enough or slow and perfect?
  5. Lead the project or do the deep work?
  6. Present to the whole company or write the report?
  7. Plan your week on Monday or Sunday night?
  8. Big raise or extra vacation days?
  9. Meet the CEO or meet your hero?
  10. Feedback right away or at the end of the project?
  11. Same job for ten years or new job every three?
  12. Work four ten-hour days or five eight-hour days?

How to Play

Meeting opener. Read one question at the start of the meeting. Everyone answers in chat or out loud in a single word. It takes under a minute.

Stand-up rotation. Each day a different teammate draws a random question and answers first. Small, consistent and low pressure.

New-hire welcome. Ask the new teammate five questions in a row, then the team answers the same five. Instant common ground.

Frequently Asked Questions

Are these this or that questions appropriate for work?

Yes. Every question avoids politics, religion, money details and personal relationships, so they are safe for coworkers, managers and clients.

How do you use this or that as an icebreaker at work?

Ask one question at the start of a meeting and have everyone answer in a word or two, out loud or in chat. On video calls, use reactions: thumbs up for the first choice, heart for the second.

How many questions should I ask in a meeting?

One or two for a regular meeting, five to ten for a team-building session or onboarding. Quick picks keep the energy up; stop while people still want more.

Do you have other icebreakers for work?

Yes. Try the question of the day for work for a longer daily question, or the would you rather generator for something more playful.

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The whole list in one place: copy it into a note, a slide or a group chat.

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Click any question to copy it, or grab the whole numbered list for slides, handouts, or a group chat. Same deck the generator above deals from — curated in-house, clean and party-safe.

Keep playing

Would You Rather →Dilemmas for any groupTruth or Dare →Family-safe to spicyNever Have I Ever →Statements for game night