8. David O'Leary - 212 games
TOTAL Premier League wins: 112
O'Leary made his managerial breakthrough at Elland Road in the aftermath of George Graham's departure, and helped Leeds finish fourth in his debut campaign.
However, after an outlay of nearly £100million on players, Leeds were plunged into administration, leading to his sacking in the summer of 2002. A year later he took over at Aston Villa, but hasn't returned to the Premier League since leaving there in 2006.