Right-Back: Michael Clegg
The Manchester United youth team of the early 1990s was a fertile breeding ground for quality British players that would go on to become key fixtures in the first-team squad in their dominance of the Premier League title race. When Alan Hansen famously suggested that the club would win nothing with kids, players such as Paul Scholes, David Beckham, Nicky Butt, Gary and Phil Neville all were able to roll up their socks and show that they were both good enough and old enough to take on the best the league could offer in opposition. Oh, and how could I forget the influence of Michael Clegg? Never heard of him either? Quite frankly, nobody would blame you. Following his part in the 1995 FA Youth Cup victory, Clegg would turn professional at Manchester United, deciding that he would fight for his place in a squad filled with strong, consistent defenders. This decision would prove to be misguided, as in his eight years under contract at the club he played 24 games, nine of those in the Premier League. It is not as though Clegg was a bad player, but it would be easier to leave him off of this list if he hadn't stayed for so long, as it made him appear as someone desperate to make his mark at the club, and consistently coming up short at every chance he made. Simply put, he was not good enough for the club and should not have held a wage there for as long as he did, and following two more years at Oldham Athletic, he retired from football aged only 27.