#3 Oldham Athletic
Another of the founding clubs of the Premier League, Oldham had made it into the top flight thanks to the managerial skill of the legendary Joe Royle, who took over the club in 1982 and then lead them in a steady climb up the old Division Two table until they gained promotion to the top division in 1990/91, two seasons before the inauguration of the Premier League.
From the start, they struggled at the top. 1992/93 saw them finish 19th – one place above the relegation zone, as the Premier League had 22 teams at the time. 1993/94 promised to be different, as they even made it to the FA Cup Semi-finals. They were literally minutes away from a 1-0 win over Manchester United in the semi-final, but a Mark Hughes goal in the last minute of extra-time took the tie to a replay, and Oldham were hammered 4-1.
The Hughes goal marked a turning point and Oldham failed to win any of their final seven league games before being relegated. Joe Royle left them for Everton, and Oldham ended up slipping into Division Two – now League One – in 1996/97. And since then they’ve stayed there – 2002/03 saw a play-off run but they couldn’t win promotion, and a couple of years later saw them flirt with liquidation before a late takeover bid saved the club.
The last two seasons have seen them finish 19th in League One, which means they’re now flirting with relegation into England’s basement division of League Two, and the likelihood of the Latics climbing the divisions seems smaller and smaller each year.