This is great. You're looking at it right now, knowing how each one of these guys fared. That's not fair. You have to look at it from when they acquired each one of these guys.
So many different teams wanted Carl Pavano. I was thrilled when they got Carl Pavano. I understand that he didn't have the most lengthy track record, but he had a chance to be really good for a long time. On top of this, which I don't care about but obviously some do, he already had postseason success.
Kevin Brown was a reactionary move to the losing Andy Pettitte, and one they probably shouldn't have made. However, they didn't give up much. For what it's worth, the Yankees went 2-1 in Brown's postseason starts (he got the win in one of them), and his only loss came on 3 days rest.
Jaret Wright - bad move
Kei Igawa - bad move
Randy Johnson was coming off great season after great season after great season. On top of that, he was really good in 2005. In my opinion, you cannot blame them for Johnson. Yes, he pitched poorly in his two playoff starts, but people also forget the outstanding job he did out of the bullpen in the fifth game of the 2005 ALDS on 1 day rest. Oh, and when they got Randy Johnson, I would say he had a fair amount of postseason success.
Jose Contreras was supposed to be really good, and even though they spent a lot of money on him, it was really low risk high reward (considering he wasn't even slated to be a starter coming of spring training in 2003). This was a guy who the Red Sox wanted so badly. This is not another example of Kei Igawa, who other teams were baffled at what the Yankees did to get him. Contreras also showed his potential for the White Sox in 2005, and was one of the big reasons they won the World Series that year. Obviously Contreras didn't really work out for the Yankees, but he was a very talented pitcher who, in my opinion, you cannot blame the Yankees for signing.
Johan Santana - mistake