At the start of the 2008–09 season, Schumacher’s first team opportunity soon become restricted, as he found his playing time, coming from the substitute bench. Schumacher scored his first goal of the season, in a 4–0 win against Macclesfield Town in the first round of the Football League Trophy. This last until he suffered ankle injury, resulting in him having operation, and was sidelined for four months. It wasn’t until on 21 February 2009 when Schumacher made his first team return for Crewe Alexandra, coming on as a substitute in the 86th minutes, in a 3–1 win over Huddersfield Town. A week later on 28 February 2009, he scored his second goal of the season, in a 4–0 win over Brighton. Two weeks later on 10 March 2009, Schumacher scored his third goal of the season, in a 1–1 draw against Walsall. However, his return was short-lived when he suffered a knee injury during a match against Leeds United and was sidelined between four and six weeks. At the end of the 2008–09 season, Schumacher went on to make nineteen appearances and scoring three times in all competitions.