3. Gianluca Vialli
The man who replaced Gullit as player-coach of Chelsea, the Italian striker would go on to become one of Chelsea’s most successful managers before the Roman revolution of 2003.
Vialli was brought in by Gullit after having led Juventus to their second European Cup. In his time as player-coach, he won a European Cup Winner’s Cup, League Cup and a UEFA Super Cup.
The club also progressed to the quarter-final of the Champions League during his reign. He retired as a player in 1999, having scored 40 goals in 83 appearances, no mean feat for a 33-year-old striker.
He was eventually given the boot in the 2000-2001 season after having fallen out with many of his star players. But he is always remembered fondly by the Chelsea faithful.