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The last English manager to win in the top flight of English football was Howard Wilkinson, who won the First Division in the 1991 - 92 season with Leeds United. This was despite the fact that Leeds were only back in the First Division for their second year. 1991 - 92 was also the last season of the First Division before it became the Premiership, which no English manager has ever won. In fact, only five different teams and six different managers have won the Premier league since its inception.
Premier League Winning Managers.
1992 - 93: Manchester United, (Alex Ferguson, Scottish)
1993 - 94: Manchester United, (Alex Ferguson, Scottish)
1994 - 95: Blackburn Rovers, (Kenny Dalglish, Scottish)
1995 - 96: Manchester United, (Alex Ferguson, Scottish)
1996 - 97: Manchester United, (Alex Ferguson, Scottish)
1997 - 98: Arsenal, (Arsene Wenger, French)
1998 - 99: Manchester United, (Alex Ferguson, Scottish)
1999- 00: Manchester United, (Alex Ferguson, Scottish)
2000 - 01: Manchester United, (Alex Ferguson, Scottish)
2001 - 02: Arsenal, (Arsene Wenger, French)
2002 - 03: Manchester United, (Alex Ferguson, Scottish)
2003 - 04: Arsenal, (Arsene Wenger, French)
2004 - 05: Chelsea, (Jose Mourinho, Portuguese)
2005 - 06: Chelsea, (Jose Mourinho, Portuguese)
2006 - 07: Manchester United, (Alex Ferguson, Scottish)
2007 - 08: Manchester United, (Alex Ferguson, Scottish)
2008 - 09: Manchester United, (Alex Ferguson, Scottish)
2009 - 10: Chelsea, (Carlo Ancelotti, Italian)
2010 - 11: Manchester United, (Alex Ferguson, Scottish)
2011 - 12: Manchester City, (Roberto Mancini, Italian)