[34TheTruth34]

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Count up from $5.56:
4 pennies ($5.60)
1 nickel ($5.65)
1 dime ($5.75)
1 quarter ($6)
4 $1 bills ($10)
1 $10 bill ($20)

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Back in the dark ages of mechanical cash registers that did not calculate change for you, this was the standard technique for making change. It's pretty much a lost art now.

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or if you're done with 2nd grade you can just give them 14.44 after about half a second of doing math

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Yeah, really. The 'count up' method seems too involved and confusing when compared to just calculating the change and giving it back, which would almost always take less than 5 seconds.