In , Condrey made the Phillies' Opening Day squad and pitched well in middle-relief. In accordance with one of the oddities of the baseball rulebook, he earned a save in a 12–2 Phillies victory over the Nationals on May 21 by pitching three innings in relief of Jamie Moyer and not surrendering the lead, though he entered the game with the Phillies leading by twelve runs. Philadelphia won its second straight NL East title in 2008, and Condrey was again part of the postseason roster. He appeared in Game 3 of the NLDS against the Milwaukee Brewers and Game 3 of the NLCS against the Los Angeles Dodgers. Condrey would get a World Series ring as the Phillies defeated the Tampa Bay Rays in five games. Though still part of the active roster, Condrey did not appear in any World Series games.