In reply to drunken monkey:
Does that really count though? If you got a job at Rangers or Celtic it is a pretty safe bet that you'll win the SPL at some point. Obviously not for a couple of years if you're a Gers fan...
Scottish Premier League winner: 2005–06, 2006–07 and 2007–08
Scottish Cup winner: 2007
Scottish League Cup winner: 2006, 2009
and FA cup runners up when he was at Southampton