Icebreaker

Money and spending questions

Regretted purchases, subscriptions you forgot, the cart you never checked out. No income questions.

  1. What useless thing do you keep purely because of what it cost?
  2. Pay a little more and never see an ad again, or keep it free and watch ads forever?
  3. Never have I ever bought something purely because the packaging was cute.
  4. Turn the app you actually pay for into a 15-second TV commercial. Go.
  5. Open your online shopping cart. What's been sitting in there the longest, and why haven't you pulled the trigger?
  6. Everything you own is second-hand, or everything is brand new but you own half as much?
  7. Never have I ever spent an hour in a shop and walked out with nothing.
  8. Find a photo of something you bought and no longer own. Tell us what happened to it.
  9. Have you ever physically lost cash? Where exactly did it disappear?
  10. One luxury item you'll keep for ten years, or one trip you'll retell for ten years?
  11. Never have I ever added something I didn't want just to hit free shipping.
  12. Deliver a 30-second eulogy for the most useless thing you have ever bought.
  13. As a kid, what did you blow your allowance on the second it hit your hand?
  14. Receive cash as a present, or receive something someone agonised over choosing?
  15. Never have I ever paid a delivery fee for food from a shop I could see out of the window.
  16. Explain to an alien why humans pay extra for a plain t-shirt with a logo on it.
  17. What's the priciest thing you own that you've used maybe twice? Where is it right this second?
  18. Cheap rent an hour from work, or double the rent five minutes away?
  19. Never have I ever taken a longer route to avoid walking past a certain shop.
  20. Explain to us like we're five why the snacks you loved as a kid cost more now.
  21. What did you buy with the first money you ever earned yourself?
  22. A hobby you adore that drains you, or a free hobby you only half enjoy?
  23. Never have I ever forgotten to cancel a free trial and paid for the privilege.
  24. Hold up something you own. Everyone shouts a price. Closest guess wins.
  25. Ever found money you'd completely forgotten you had — an old coat, the bottom of a bag? What did you spend it on?
  26. Always split the bill evenly even when you ordered least, or always pay to the exact yen?
  27. Never have I ever kept paying for a gym I'd stopped going to.
  28. You have 30 seconds to haggle the person on your right into a price for their phone.
  29. Who here is most likely to buy something at 3am and regret it by breakfast?
  30. Free food forever, or free transport forever?