Money Would You Rather Questions

Riches with a catch, impossible trade-offs, and what you would really do for a windfall. These money would you rather questions reveal what people value when the price is right.

75 questions · ranked by how the crowd voted

1. Win $1 million right noworGet $10,000 every month for life

   41% pick the first · 59% pick the second

2. Have $5 million you can never spend on yourselfor$1 million to spend only on yourself

   44% pick the first · 56% pick the second

3. Get $100,000 todayor$1,000 every week for five years

   47% pick the first · 53% pick the second

4. Never pay taxes againorNever pay rent or a mortgage again

   43% pick the first · 57% pick the second

5. A 50% raise at a job you hateorSame pay at a job you love

   34% pick the first · 66% pick the second

6. Unlimited money but no free timeorUnlimited free time but just enough money

   39% pick the first · 61% pick the second

7. Buy everything at half price foreverorSell everything you own at double price

   57% pick the first · 43% pick the second

8. Be debt-free foreverorGet $250,000 in cash today

   52% pick the first · 48% pick the second

9. Get paid to travelorGet paid to sleep

   61% pick the first · 39% pick the second

10. Always find cash in your pocketsorNever lose your wallet again

    48% pick the first · 52% pick the second

11. Donate half your income and feel greatorKeep it all and feel a little guilty

    46% pick the first · 54% pick the second

12. Be a millionaire in a poor countryorComfortably middle class in a rich one

    51% pick the first · 49% pick the second

13. A money tree that grows $20 a dayorA one-time gift of $50,000

    43% pick the first · 57% pick the second

14. 10% off everything, foreverorA free vacation every single year

    45% pick the first · 55% pick the second

15. Retire at 40 with just enoughorRetire at 60 with plenty

    58% pick the first · 42% pick the second

16. Full salary to do absolutely nothingorDouble salary for twice the work

    56% pick the first · 44% pick the second

17. Always afford what you wantorNever want what you can't afford

    47% pick the first · 53% pick the second

18. Win the lottery and tell everyoneorWin it and keep it a total secret

    32% pick the first · 68% pick the second

19. Free housing foreverorFree food forever

    62% pick the first · 38% pick the second

20. One huge surprise bonusorA small guaranteed bonus every year

    49% pick the first · 51% pick the second

21. Lend to friends and never be repaidorNever be able to lend at all

    44% pick the first · 56% pick the second

22. Huge salary with zero vacationorModest salary with endless vacation

    37% pick the first · 63% pick the second

23. Everything free but chosen at randomorPay full price and choose yourself

    41% pick the first · 59% pick the second

24. Find a briefcase full of cashorFind a genuine treasure map

    58% pick the first · 42% pick the second

25. Split a fortune with everyone you loveorKeep a smaller fortune to yourself

    48% pick the first · 52% pick the second

26. Be handed your dream houseorBe handed your dream car and $200k

    53% pick the first · 47% pick the second

27. Never check a price tag againorNever see an ad again

    55% pick the first · 45% pick the second

28. A no-limit credit card for one dayor$50,000 to keep

    46% pick the first · 54% pick the second

29. $1M you must give away within a yearor$100k to keep forever

    38% pick the first · 62% pick the second

30. Paid in cash you must spend that dayorPaid in savings you can't touch for a year

    43% pick the first · 57% pick the second

31. Know exactly what everyone around you earnsorKeep your own salary a total secret

    35% pick the first · 65% pick the second

32. Earn a safe 10% on your money every yearorTriple your money or lose it on one bet

    68% pick the first · 32% pick the second

33. Inherit a fortune with strings attachedorBuild a smaller fortune all your own

    41% pick the first · 59% pick the second

34. Have a perfect credit score foreverorErase $30,000 of debt overnight

    38% pick the first · 62% pick the second

35. Never worry about money againorNever worry about your health again

    24% pick the first · 76% pick the second

36. Split every bill exactly evenlyorLet the richest person always pay

    63% pick the first · 37% pick the second

37. Get your whole salary paid in gold barsorGet paid in cash every Friday

    29% pick the first · 71% pick the second

38. Always snag the last-minute flight dealorNever pay a checked-bag fee again

    52% pick the first · 48% pick the second

39. Pocket an extra $500 every monthorWork four days a week for the same pay

    43% pick the first · 57% pick the second

40. Win $250,000 while a stranger wins a millionorWin $100,000 and no one else wins a cent

    54% pick the first · 46% pick the second

41. Get a huge tax refund every springorTake home a bit more every paycheck

    57% pick the first · 43% pick the second

42. Never argue about money with a partnerorNever argue about chores with a partner

    66% pick the first · 34% pick the second

43. Land a job with a fat pensionorLand a job with a huge signing bonus

    45% pick the first · 55% pick the second

44. Retire your parents in comfortorRetire yourself ten years early

    55% pick the first · 45% pick the second

45. Get $10,000 to invest however you likeorGet $6,000 in cash right now

    44% pick the first · 56% pick the second

46. Own a small home outrightorRent a mansion you'll never own

    70% pick the first · 30% pick the second

47. Secretly pay off a friend's debtorTake a dream trip with that same money

    39% pick the first · 61% pick the second

48. Get a raise nobody else knows aboutorGet public praise but no raise

    74% pick the first · 26% pick the second

49. Have an emergency fund that never emptiesorHave an income that never stops growing

    42% pick the first · 58% pick the second

50. Haggle over every price and always winorNever have to haggle again

    46% pick the first · 54% pick the second

51. Get $100 every time it rains on youorGet $50 every sunny morning

    45% pick the first · 55% pick the second

52. Get cashback on every single purchaseorScore a free item at every store you visit

    51% pick the first · 49% pick the second

53. Have a rich friend who's incredibly stingyorHave a broke friend who's endlessly generous

    33% pick the first · 67% pick the second

54. Get your dream salary but move abroadorKeep your salary and stay right where you are

    47% pick the first · 53% pick the second

55. Own a tiny slice of every big companyorOwn one small company outright

    58% pick the first · 42% pick the second

56. Lock in a 0% interest mortgageorGet $80,000 toward a down payment

    49% pick the first · 51% pick the second

57. Get paid double on your birthday onlyorGet a modest bonus every quarter

    25% pick the first · 75% pick the second

58. Never feel pressure to tip againorAlways get flawless service everywhere

    43% pick the first · 57% pick the second

59. Be the richest person in your small townorBe perfectly average in a wealthy city

    40% pick the first · 60% pick the second

60. Take a guaranteed $1,000 todayorFlip a coin for $5,000 or nothing

    60% pick the first · 40% pick the second

61. Marry someone who saves every pennyorMarry someone who spends it freely

    61% pick the first · 39% pick the second

62. Get paid to test video games all dayorGet paid to review restaurants all week

    48% pick the first · 52% pick the second

63. Sweat cash whenever you work outorEarn interest while you binge TV

    46% pick the first · 54% pick the second

64. Have every subscription free foreverorHave every utility bill free forever

    36% pick the first · 64% pick the second

65. Get $40,000 you must investorGet $20,000 you can spend today

    48% pick the first · 52% pick the second

66. Never overdraft your account againorNever miss an investment opportunity

    53% pick the first · 47% pick the second

67. Know one winning lottery number setorKnow the market a full week ahead

    28% pick the first · 72% pick the second

68. Have a job you can never be fired fromorHave a job paying 50% more but risky

    56% pick the first · 44% pick the second

69. Get $75,000 now but freeze your pay 3 yearsorKeep every future raise and get nothing now

    45% pick the first · 55% pick the second

70. Grow rich slowly but surelyorGet rich fast but risk losing it all

    65% pick the first · 35% pick the second

71. Have a partner who's brilliant with moneyorBe brilliant with money all on your own

    42% pick the first · 58% pick the second

72. Always find the best coupon out thereorAlways get free shipping anywhere

    54% pick the first · 46% pick the second

73. Get a monthly allowance from a rich relativeorEarn every dollar entirely on your own

    32% pick the first · 68% pick the second

74. Have a cat that coughs up gold coinsorHave a dog that digs up cash

    49% pick the first · 51% pick the second

75. Cough up a quarter whenever you laughorBurp a $20 bill after every meal

    38% pick the first · 62% pick the second

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