Would You Rather?

Would You Rather? is a deceptively useful icebreaker. On the surface it is a silly voting game. In practice it tells you a lot about how the people in your meeting think, what they value, and where their priorities sit. The best workplace dilemmas have no right answer, which makes them safe: nobody is wrong, everyone has an opinion, and the reasons people give are often more interesting than the vote itself.

This version is built specifically for work contexts. Dilemmas cover things like communication preferences, ways of working, career trade-offs, and meeting culture. Each question is designed to be easy to answer quickly but worth discussing if there's time. Use it as a two-minute warm-up at the start of a team meeting or as a discussion anchor in an offsite.

Hit the button to load a dilemma. Everyone picks an option. Results appear in real time. Discuss for as long as feels useful, then move on.

1. Share your screen or open the game on a shared display before the meeting begins.
2. Read the dilemma aloud. Give everyone five seconds to think before voting.
3. Each participant calls out their choice - A or B - or votes in the chat. The facilitator clicks the winning option to record the tally.
4. Results show instantly as percentage bars. Use the split to spark a short discussion.
5. Ask one or two people to explain their choice. The reasoning is usually more interesting than the vote.
6. Click Next Dilemma to move on. Dilemmas cycle through all 20 before repeating.
7. Run two to four dilemmas for a two-minute warm-up. Run five to eight for a ten-minute team activity.

• There are no right answers. Make that explicit before starting, especially for new teams.
• Focus the discussion on why people chose what they chose, not which option is better.
• The dilemmas that split the room 50/50 are the most interesting ones. Lean into them.
• For remote teams, ask everyone to type A or B in the chat simultaneously before revealing results. It prevents anchoring to early votes.
• Skip any dilemma that feels sensitive or inappropriate for the group that day. The Skip button is there for a reason.
• Use it in offsites as a way to surface values differences across teams. The career trade-off questions often reveal assumptions people have never articulated out loud.
• Votes are session-scoped and reset when the page reloads. Each new meeting starts fresh.