9. Brett Tomko: Two Years, $8.7 Million, 2005
For some reason, the Dodgers saw Brett "Bombko" Tomko's 190.2 innings with a 4.48 ERA/only 114 Ks for the 2005 San Francisco Giants and decided, "Yeah, we need some of that."
The Dodgers poached a 33-year-old Tomko from their rivals, as they often did in those days (we'll get to it...), and received one brutal season and a midsummer DFA the next year for their troubles.
Tomko posted a 4.73 ERA in 44 outings (15 starts) in 2006, then further regressed the next year, posting a 2-11 record and 5.80 ERA in 33 games before getting the axe and winding up on the Padres for the remainder of the 2007 season.
The pinnacle of his career, from that point forward, was a 2.95 ERA in a six-start stretch for the 2009 Oakland A's. Probably not worth the trouble.