In 1990, Blue Jays General Manager Pat Gillick had a decision to make. He had to find room in the lineup for up-and-coming first baseman John Olerud and get his club, which had fallen to second place after advancing to the ALCS the previous year, over the imaginary hump.
Gillick swung a deal that changed the fortunes of the franchise. He dealt franchise icon Tony Fernández and Fred McGriff to the San Diego Padres for Joe Carter and Roberto Alomar. It was a big risk, but it worked out as the Blue Jays, with Carter and Alomar, went on to win consecutive World Series titles.
That trade worked out for the Blue Jays. But for every trade that turns out well, there is another that can come to haunt the club.
The Blue Jays have been on the wrong end of some deals that set the club back years. Future Hall of Famers and All-Stars headed out of Toronto, with little coming back in return.
Three trades, in particular, proved disastrous for the Blue Jays. Here are the three moves the club wishes they could do over again.
More Articles About Blue Jays Trade History: