During his eleven seasons at the club, he helped them to three top five finishes in England's top division and played in the club's UEFA Cup run in the 1993–94 season, though he missed the match in which Norwich were eliminated from the competition – against Inter Milan in the San Siro – through suspension after collecting two yellow cards in the tournament.
He was still with Norwich when they were relegated from the Premier League in 1995, ending the nine-year run of top division football which had started in the year that Crook joined them.
He famously agreed to leave Norwich to join their fierce rivals Ipswich Town at the end of the 1995–96 season, even posing for photos with his new shirt and buying his children replica kits before changing his mind and re-signing for City days later.
This was due to former Norwich manager Mike Walker taking over the helm at Carrow Road following the sacking of Gary Megson and him persuading Crook to change his mind about the transfer.
[4] After leaving Japan, Crook played for and coached Northern Spirit FC in Australia before moving on to take his first managerial post at Newcastle Jets.
During his work in Australia, he was often linked with a possible return to Norwich, notably in the close-season of 2006, when Martin Hunter was eventually appointed as coach in place of Steve Foley.
[5] In January 2007 Crook accepted the assistant manager's role at Japanese second division side Avispa Fukuoka to be reunited with Littbarski, but the pair were dismissed in July 2008.
He was subsequently linked with new A-League club North Queensland Fury FC, but instead was recruited for a second spell as manager at the Newcastle Jets.
[6] On 21 January 2009 Crook was unveiled as first team coach for Norwich City alongside new manager and former teammate Bryan Gunn.
He returned to Sydney FC in 2011, the club he helped coach to their inaugural Championship, this time working with former player Steve Corica and under former Czech International Vitezslav Lavicka.
[9] On only 11 November of the same year, Crook announced his immediate resignation as head coach of Sydney FC, following a 3–2 defeat to archrivals, Melbourne Victory.