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No, you can do it all in 100 dollar bills or 5 dollar bills.
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Oh, what a happy little question! If you have 1000 dollars and each bill is 5 dollars, you can simply divide 1000 by 5 to find the answer. That would give you 200 five dollar bills! Just imagine all the lovely things you could do with that many bills fluttering around like happy little butterflies.