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Icebreaker resources Updated

This or That Questions for Work and Teams

A work-safe collection of either-or questions for quick team warm-ups, working-style conversations, and retrospectives.

01

Quick This or That questions

  1. 1Coffee or tea?
  2. 2Sweet snack or salty snack?
  3. 3Sunrise or sunset?
  4. 4Mountains or beach?
  5. 5Book or podcast?
  6. 6Board game or movie night?
  7. 7City break or nature escape?
  8. 8Music or silence?
  9. 9Early start or late finish?
  10. 10Window seat or aisle seat?
  11. 11Summer or winter?
  12. 12Plan the trip or follow the moment?

02

This or That questions about work style

  1. 1Plan first or prototype first?
  2. 2Chat message or quick call?
  3. 3Written update or live stand-up?
  4. 4Deep-work morning or meeting-free afternoon?
  5. 5Whiteboard or shared document?
  6. 6Pair first or investigate solo first?
  7. 7Feedback in writing or feedback in conversation?
  8. 8Detailed agenda or flexible outline?
  9. 9One big goal or three small goals?
  10. 10Customer story or product metric?
  11. 11Demo early or polish longer?
  12. 12Quiet focus or background music?

03

This or That questions for remote teams

  1. 1Camera on or camera optional?
  2. 2Async update or live meeting?
  3. 3Home office or coworking space?
  4. 4Short daily check-in or longer weekly sync?
  5. 5Screen share or written walkthrough?
  6. 6Digital whiteboard or structured document?
  7. 7Team chat or project comments?
  8. 8Calendar block or status indicator for focus time?
  9. 9One shared time zone or flexible handoffs?
  10. 10Remote social or in-person meetup?
  11. 11Headphones or quiet room?
  12. 12Recorded demo or live demo?

04

This or That questions for retrospectives

  1. 1Celebrate a win or solve a friction point first?
  2. 2Start Stop Continue or Sailboat?
  3. 3More experiments or more consistency?
  4. 4Fix a rough edge or add a new capability?
  5. 5Small release or big launch?
  6. 6Fewer handoffs or clearer handoffs?
  7. 7More automation or simpler process?
  8. 8Discuss one theme deeply or three themes briefly?
  9. 9Anonymous cards or named cards?
  10. 10Vote first or discuss first?
  11. 11One ambitious action or two small actions?
  12. 12Review the sprint goal or review the workflow first?

05

Playful This or That questions for coworkers

  1. 1Office dog or office cat?
  2. 2Unlimited sticky notes or unlimited whiteboard space?
  3. 3Perfect keyboard or perfect chair?
  4. 4Team breakfast or team lunch?
  5. 5Trivia night or escape room?
  6. 6Time travel to the past or the future?
  7. 7Super speed or perfect memory?
  8. 8Robot assistant or personal chef?
  9. 9Work from a cabin or work from a sailboat?
  10. 10Always find a parking spot or never wait in a queue?
  11. 11Speak every language or play every instrument?
  12. 12A four-day week or shorter workdays?

Use these questions well

How to run a useful This or That round

Show both options at the same time and ask everyone to choose privately before the reveal. Simultaneous voting avoids letting the loudest or most senior person set the direction for the room.

Keep binary questions work-safe

A good workplace choice is low stakes and leaves both answers socially acceptable. Avoid false binaries about competence, commitment, identity, health, family, finances, politics, religion, or private life.

Frequently asked questions

What are good This or That questions for work?

Good workplace questions offer two harmless, equally acceptable choices, such as written feedback or spoken feedback. They should be quick to answer and safe to skip.

How many This or That questions should a team use?

Use four to six questions for a two-to-four-minute warm-up. Discuss only one useful or surprising split so the game does not take over the meeting.

Can remote and hybrid teams play This or That?

Yes. Give every participant the same room link and let people vote from their own device, including colleagues sitting together in a meeting room.

Is This or That the same as the Yes or No game?

No. This or That asks players to choose between two options. In the Yes or No challenge, one player answers rapid-fire questions while trying not to say the words yes or no.

Turn the questions into a live team vote

Create a free This or That room, invite the team with one link, and reveal each split together. No login is required.