Drew might be a moron, but he is a hell of a ballplayer. Now, surely Theo has changed his way quite a bit this year, but last year ended miserable and they have some cash to spend.
I would not worry about the money spent on Drew, he is worth it as he CAN protect Ortiz (and Manny as long as he is in the team...), however all the money that might be spent on a pitcher that has very little experience against good opposition seems a bit more like a gamble.
Theo thinks he know what he get, and if he is right, this team is looking very good. Seems you are one of these fans that want the huge names to come in and do the job. Maybe you should change to the yankees and experience that it never works. Ever...