PG–R
🤷 Would You Rather · General Knowledge

Work, Money & Adulting

Would You Rather dilemmas about bosses, coworkers, office parties, money, bills and errands.

PG–R Mixed rating Medium 225 items

Questions rated PG–R: each night plays only the ones its rating allows.

Sneak peek

  1. Would you rather carry cash everywhere you go — or never touch physical cash again? Money Easy
  2. Would you rather have your parents check your bank statements — or have your parents check your text messages? Lifestyle Easy
  3. Would you rather get promoted over your friend — or have your friend promoted over you? Career Medium
  4. Would you rather get a pizza party instead of a raise forever — or get a raise but lose your weekends to "team bonding"? Work Hard

Answers stay hidden — no spoilers for your crew.

Difficulty mix

  • Easy31
  • Medium162
  • Hard32
  • Genius0

How to play

  • The host reads a dilemma out loud: "Would you rather A… or B?"
  • Tap A or B on your phone. Nobody sees your pick until the reveal — you can change it until then.
  • The reveal shows the split (e.g. "68% would rather A") and who picked each side. Time to defend yourself.
  • Majority scoring: land on the bigger side for +100 (a perfect tie gives everyone +50). Minority scoring flips it — the brave few score.
  • Watch for Contrarian rounds: the scoring flips for that one dilemma.

About Work, Money & Adulting

Work, Money & Adulting is a Would You Rather pack with 225 prompts covering dating, money, office and team building, rated PG–R (mixed — each night plays only the questions its rating allows). Would You Rather dilemmas about bosses, coworkers, office parties, money, bills and errands.

The difficulty mix is 14% easy, 72% medium and 14% hard, so it suits a regular bar trivia crowd.

It is one of the newer packs in the library — be the first table to take it on.

More Would You Rather packs you might like

General Knowledge →
📱 No app · 60 seconds

Play Work, Money & Adulting in three steps

Full guide →
  1. Host phone showing the join QR code and the players in the lobby
    1

    Open a game night

    Pick a pack on your phone — a QR code appears.

  2. Player phone picking a name and avatar to join
    2

    Everyone scans

    Friends scan the QR code (or type the game code at tipsyrounds.com) and pick a name. No app, no sign-up.

  3. Player phone showing a multiple-choice trivia question
    3

    Play & keep score

    Questions pop up on every phone; scores update live.

⚡ Host this free

FAQ

How do I play Work, Money & Adulting at a bar or party?

Tap “Play this pack”, then put the QR code where everyone can see it (on your phone, a printout or a TV). Players scan it with their phone camera and answer on their own phones — no app, no sign-up. TipsyRounds runs the timer, reveals the answers and keeps score.

How many prompts are in Work, Money & Adulting?

225 prompts.

Is it free?

Yes. Hosting, every game and every pack are free, and players never pay or sign up.

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