In the 2008–09 season, Wolf stayed at the club amid speculations linking him to a transfer to La Liga side Racing Santander. Following this, he was appointed the new captain. In the opening game of the season, he scored his first goal of the season, but was substituted off having ruptured his anterior cruciate ligament in the 70th minute. After the match, it was announced that Wolf would be out for six months. He made his return to training in February and returned to the first team on 22 February 2009, starting and playing 74 minutes in a 1–0 win over Wehen Wiesbaden. He was given a handful of first appearances until he suffered a knee injury and was substituted as a result in the second half of a 2–0 win against Koblenz on 3 April 2009. Following the match, it was announced that Wolf would be out for the rest of the season after undergoing an operation on his knee. He finished the 2008–09 season making eight appearances in all competitions. During his absence, the club was able to reach the Bundesliga for the next season.