#2 Swindon Town
Like Coventry, Swindon Town are currently languishing in League Two following a relegation from League One in 2016/17. Unlike Coventry though, their time in the Premier League was anything but memorable – more blink-and-you’ll-miss-it – as they only spent one season in England’s top flight, in 1993/94.
They were led to the Premier League by then-player/manager Glenn Hoddle, who took over in 1991/92. In 1992/93 – the inaugural Premier League season – they defeated Leicester City 4-3 in the first-ever Division One Play-Off final to gain promotion into England’s top division. But rather than being a turning point for the Robins, it turned out to be their highest point.
Hoddle departed in the close season to take over at Chelsea, leaving his assistant John Gorman in charge, but Swindon just couldn’t deal with the step up in class and finished rock bottom of the Premier League, only winning five games all season and conceding 100 goals, a record which still stands today.
1994/95 saw a second consecutive relegation for Swindon and success has been hard to come by since – they’ve been up and down from League One to League Two on a number of occasions, have headed into administration and come back out, and even saw a wild Paolo di Canio take over the managerial position for a short time. Another climb to the Premier League seems downright impossible at this point.