#2 Arsene Wenger: Arsenal 2 – 8 Manchester United
As many many complaints go, Arsene Wenger isn’t quite the calibre of manager that he used to be in his early days at Arsenal and the fact that two of his biggest defeats of all time have come in the last few years would only add to those. There are few Premier League fans that wouldn’t remember this shocking scoreline where a hat-trick from Wayne Rooney was accompanied by perhaps Ashley Young’s finest performance in a United shirt to give United an early morale boost in the 2011/12 season.
Even more recently, in the 2013/14 Premier League season, Wenger would suffer another 6-goal defeat as Jose Mourinho’s Chelsea would run out 6-0 winners in his 1000th game in charge of the Gunners. An entirely anti-climactic performance from the Frenchman’s charges with Gibbs sent off early in the 15th minute.