8. Roy Carroll
It says something about how desperate United’s goalkeeping situation was for a couple of years, as Carroll was often trusted ahead of Fabien Barthez and Tim Howard to be the club’s number one. After failing to save a single penalty in the FA Cup final shoot-out defeat to Arsenal, Fergie was finally convinced it was time to move him on after somehow managing to last four years at Old Trafford. The Northern Irishman’s career hasn’t exactly been glittering since, with spells in the Championship and Greece following his time with the Red Devils.