A Strange Wager

Team: 
Allied Raspberries
Topic: Problem Solving (Misc.)
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Two bankers are working at the First Ravens Bank. One proposes a wager to see who can find the most combinations for $100 using only $2 bills and $5 bills.

Common Core Standards: SMP
Problem #: 
214 (2012-2013)
Problem Difficulty Level: 4 [?]