Curry was selected to travel to Sweden with the Pittsburgh Penguins as a backup to Marc-André Fleury and Dany Sabourin at the beginning of the 2008–09 NHL season but did not play. He was recalled in November due to an injury to Fleury and saw his first NHL game action on November 26 against the New York Islanders, replacing Sabourin in the second period and facing Joey MacDonald, whom he had fought in the AHL the season before. He made 11 saves in 30+ shutout minutes as part of a comeback win. Curry made his first NHL start on November 28 in a loss to the Buffalo Sabres, though he stopped 28 of 32 shots. He played 3 games before being sent back to the minors. During the playoffs Curry was up as a spare goalie. Curry did not dressed in the playoffs, but was included on the team picture, and awarded a Stanley Cup ring. Curry did not play enough NHL games in 2008-09 to qualify for engravement on the Stanley Cup.