10. OF Carlos Gomez, P Phillip Humber, P Kevin Mulvey, P Deolis Guerra to Minnesota Twins for  P Johan Santana (February, 2008)

A few years ago, Santana may not earn a spot on this list because of the stardom established by Carlos Gomez – the only current living remains of the deal.

Well, not living – but still playing. And that’s the thing: Gomez has not only removed his star status, but he is now a below average player. Give Santana the mention, especially for that no-hitter.

 Jerry Grote