Let’s Make a Deal: The Chicago Cubs’ 20 Best Transactions Since 1990

I'll give the Cubs one thing, they are not afraid to pull the trigger on a big trade or sign a big name player, if they think it will help the team. With the recent flop signing of Milton Bradley and seemingly unwise trade of Mark DeRosa, I decided to look back at some of the moves that went right dating back to 1990. Before we begin with the list, I just want to say thank you to the Pittsburgh Pirates, as three of your bonehead trades managed to make this list, two of them even cracked the top five. As you can tell, this list just screams for a sequel, and have no worries, The 20 Worst... is already in progress....

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