Phillies: Most impactful trade made with every team

27 of 28

PHILADELPHIA, PA – APRIL 08: Starter Roy Halladay #34 of the Philadelphia Phillies throws a pitch during the game against the New York Mets at Citizens Bank Park on April 8, 2013 in Philadelphia, Pennsylvania. (Photo by Brian Garfinkel/Getty Images) /

Toronto Blue Jays: Roy Halladay

"On December 16, 2009, the Toronto Blue Jays traded Roy Halladay and cash to the Philadelphia Phillies for Travis d’Arnaud, Kyle Drabek and Michael Taylor."

When you talk about the greatest trades in Phillies history, the Roy Halladay deal is up there.

The Phillies gave up some of their best prospects in this deal, including one many thought was an ace in the making in Kyle Drabek. Unfortunately for him, the career didn’t go as planned and he’s been out of the league since 2016.

Michael Taylor, a talented outfielder, was traded in this deal instead of Domonic Brown. Neither panned out. Taylor was traded to Oakland as part of the deal and hit just .167 in 37 big league games.

Travis d’Arnaud is the only prospect traded who turned into a big league player, though the young catcher jumped around the league last year after six seasons with the Mets.

Everyone knows what Halladay did, he was better than advertised. In his first season Halladay threw a perfect game, no-hitter, and won the Cy Young. He really could have won back-to-back Cy Youngs after leading the league with eight complete games in 2011. He led the league in complete games seven times in a nine year stretch.

It’s unfortunate that Halladay’s body broke down at the end of his career and the Phillies couldn’t get more than two really good years out of him. The biggest tragedy is that he was taken from his family and this world too soon. One of the greatest players in Phillies history, Halladay will be remembered forever.

Honorable Mention

August 30, 2008. The Toronto Blue Jays traded Matt Stairs to the Philadelphia Phillies for Fabio Castro.