Toronto Blue Jays29 of 30Scott Halleran/Getty Images Michael YoungDate: July 19, 2000To TOR: SP Esteban LoaizaTo TEX: IF Michael Young, RP Darwin CubillánEsteban Loaiza was a 20-game winner and a two-time All-Star with the White Sox, but before that he struggled to establish himself as a rotation regular for multiple teams, including the Rangers. With a 5.37 ERA in 107.1 innings, he was not the most attractive trade chip at the 2000 deadline, but Texas still managed to flip him to the Blue Jays for a pair of prospects. He was solid for Toronto in the second half, yet he logged an ERA north of 5.00 in each of the next two seasons.