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Money Would You Rather
Riches, risk, and reward — how would you play the financial game of life?
30 questions in this category
Browse all Money dilemmas
Be given $1 million, but must give half to a random stranger or Be given $10 million, paid out slowly over 50 years?Be a broke genius or Be a wealthy fool?Win the lottery, but lose most of your current friends or Stay financially average, but keep everyone you love close?Get a 50% raise, but have to work every weekend or Keep your current schedule, but get no raise for the next 5 years?Be famous and rich, but constantly criticized online or Be unknown and comfortable, but never publicly recognized?Find $1,000 cash on the ground and get to keep it, no questions asked or Find a wallet containing $5,000 and have to return it to its owner?Have a job you love, for average pay or Have a job you hate, for triple the pay?Invest your savings in a risky startup that could multiply massively or Put your savings in a guaranteed, slow-growing account?Be debt-free, but live paycheck to paycheck forever or Have $50,000 in savings, but also $50,000 in debt?Inherit a huge mansion with massive upkeep costs or Inherit a small, cozy house that's fully paid off?Get paid in unforgettable experiences instead of cash or Get paid double in cash, but with no time off to enjoy it?Be a silent business partner with no say in decisions or Run the business yourself, with all the stress that comes with it?Have your exact salary known by everyone you meet or Know everyone else's salary, but they never know yours?Live like a billionaire for one year, then go completely broke after or Live modestly, but steadily build real wealth your entire life?Get a small but guaranteed pension for life or Take a risk on a pension that could be huge, or could be nothing?Be handed your dream job tomorrow, with zero experience required or Earn your dream job after 10 years of hard, steady work?Win $100,000, but pay 90% of it in taxes or Win $10,000, completely tax-free?Get free rent for life, but only in a small apartment or Pay rent for life, but get to live in your actual dream home?Be paid your full salary to do nothing for a year or Be paid triple your salary to work nonstop for a year?Have a magic tree that gives you $20 every single day for life or Receive a one-time payment of $50,000 right now?Successfully negotiate your own salary every single year or Get small automatic raises, but never negotiate again?Be wealthy, but always too busy to enjoy it or Have a modest income, but plenty of free time to enjoy life?Have your business succeed wildly, but never get personal credit for it or Have your business fail, but become known and respected for trying?Get free coffee for life, anywhere or Get two free flights every year for life?Choose long-term financial security over your true passion or Choose your true passion, even with financial uncertainty?Have a financial advisor make all your money decisions, always correctly or Make all your own money decisions, with mixed results?Be rich but constantly worried about losing it all or Be comfortable and never worry about money again, but never get richer?Win a free shopping spree, but it expires in 1 hour or Win a smaller shopping spree, but it never expires?Get a bonus equal to one month's salary, once or Get a small permanent raise that compounds every year?Have unlimited credit, but a strict monthly limit on what you can withdraw as cash or Have limited credit, but unlimited cash withdrawals up to your actual savings?