6. Tony Adams
Tony Adams' playing career is well renowned and his trophy cabinet is the envy of most professional footballers. He spent his entire professional career at the heart of the Arsenal defence, winning four league titles along the way. Soon after his retirement in 2002 he took the reigns at the struggling Wycome Wanderers and Adams could not prevent their relegation into League Two. Things did not pick up the following season and his inevitable departure occurred in the November of 2004. Adams then took some time away from the forefront of management, working in Holland in various background roles. He was a youth coach at Feyenoord and also worked with the first team at FC Utrecht, but only on a trainee basis. Adams returned to England to be Harry Redknapp's assistant at Portsmouth and after Redknapp fled to Tottenham he was put in charge. Adams' reign was utterly disastrous and only lasted 16 games as he was sacked in the February after picking up a measly 10 points. After the Portsmouth debacle, Adams became manager of Gabala, a side from Azerbaijan but mediocre results and what was described as family reasons led to his departure in 2011. He was expected to be a hit as a manager but his record proves otherwise and he is currently unemployed.