#7 Roberto Di Matteo
Tenure: 4 March 2012 - 21 November 2012 (263 days)
Matches: 42
Matches won: 24
Matches lost: 9
Win %: 57%
Honours: 2012 FA Cup, 2012 UEFA Champions League
There can be no better example of Roman Abramovich's impatient relationship with success than this. Signed as a caretaker manager after the brutal exit of Villa Boas, Di Matteo revamped the Chelsea squad to such an extent that they ended up winning the 2012 FA Cup and found themselves in the final of the holy grail of European football, the UEFA Champions League.
Unlike the previous time, Chelsea conveniently managed to brush off their opponents, the mighty Bayern Munich at their own home, Allianz Arena to win the first and the only Champions League trophy in their history.
Riding high on their European success, Chelsea appointed Di Matteo as a full-time manager at the start of next season only to sack him 5 months later, citing poor results as the reason. The highly controversial decision was slammed by pundits and fans alike.