3) Slavisa Jokanovic (Chelsea)
Chelsea spent £1.7m on the Serbian international back in 2000 but he was clearly past his best when he arrived at Stamford Bridge. It was, however, before Roman Abramovich’s arrival as owner so the Blues were making far less glamorous signings.
Jokanovic still made 53 appearances during his two seasons at the London club before he was released in 2002. By that stage, he was already 34 and he made one final move before he retired from professional football.