Ahead of the 2008–09 season, Rodwell was called up to the club's first team squad for the pre–season tour. Rodwell made his first professional start against Blackburn Rovers on 16 August 2008, playing the full 90 minutes. Since the start of the 2008–09 season, he found his playing time, mostly from the substitute bench. Despite this, Rodwell continued to fight his way to earn a place in the starting eleven for the side. Rodwell scored his first senior goal for Everton in the FA Cup against Aston Villa in February 2009. After the match, Manager David Moyes praised his performance. That same month, he signed a five-year contract with Everton. Rodwell appeared as an unused substitute, as Everton lost 2–1 against Chelsea in the FA Cup Final. At the end of the 2008–09 season, Rodwell made twenty–five appearances and scoring once in all competitions.