 He made his Manchester United debut on their tour of Scandinavia prior to the 1998–99 season, coming on for Peter Schmeichel at half-time in their game against Norwegian side SK Brann; Culkin kept a clean sheet as United won 4–0.He signed a new two-year contract with United in May 1999.He holds the record for the shortest debut in Premier League history, replacing Raimond van der Gouw in stoppage time against Arsenal at Highbury on 22 August 1999, the referee blew up right after Culkin took the resulting free kick.