 After being sidelined for weeks, Craddock scored on his return for the club's reserve match against Leeds United Reserve on 29 November 2006.In the 2007–08 season, Craddock made a handful of first team appearance at Middlesbrough following a crisis of striker's injury and made two more league appearance for the club.However, Craddock suffered a hernia injury that resulted him having two operation and upon return, his first team opportunities was further limited.