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Money edition

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.

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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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