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#3 Guus Hiddink (2009, 2015-16)
Guus Hiddink was brought in at Chelsea twice by Roman Abramovich mid-season to steady the ship, but only one of his reigns was a success.
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His first spell in charge during 2009 saw him lead Chelsea to FA Cup glory and the semi-finals of the Champions League, losing narrowly (and controversially) to Barcelona. He lost only once in the 22 games he was in charge, finishing second in the Premier League.
The 2015-16 season, however, was one to forget for Chelsea after Guus Hiddink was called in by Abramovich for the second time at the club. That happened after Jose Mourinho was sacked and the Blues were languishing in 16th place in the Premier League.
With Chelsea already out of the League Cup, Hiddink saw his side fall out of the Champions League to Paris Saint-Germain for the second consecutive season before the Blues endured a quarter-final defeat against Everton in the FA Cup.
Eventually, Chelsea had to settle for a lowly tenth-place finish as Hiddink’s second reign was nowhere near as successful as his first, with the Dutch manager winning just ten of his 27 games.
#2 Andre Villas-Boas (2011-12)
Roman Abramovich hired Andre Villas-Boas on the back of the Portuguese's stunning continental treble with Porto the previous season. There was a lot of buzz around the man dubbed the next Mourinho, as he had productive ideas on how the club should play and introduce younger players.
Unfortunately, the Portuguese manager was too quick in trying to phase out Chelsea's older guard and largely failed to assert any kind of authority over them during his short stint. That affected the team's performances, and another trophyless season looked to be looming, which forced Abramovich to let the Portuguese go after he was just nine months into his tenure.
Abramovich brought in Roberto Di Matteo to take the reins from Villas-Boas, and the latter watched his players lift the FA Cup and the Champions League just two months after his sacking.
#1 Luis Felipe Scolari (2008-09)
Needing a big-name appointment to appease the fans, Roman Abramovich hired the then Portugal national team head coach Luis Felipe Scolari on a lucrative three-year contract, said to be one of the biggest ever handed to a manager.
Chelsea fans were pretty excited on Scolari's arrival. But that excitement was short-lived, as the Blues looked uninspired, and the first rumours of player-power at the club broke through.
The Brazilian was sacked just seven months into the campaign for failing to sustain a convincing title challenge, with Chelsea falling seven points behind league leaders Manchester United.
Despite being third in the league at the time of Scolari’s departure, the Blues looked like they were going nowhere under the Brazilian, who later claimed he was sacked for 'communication issues' – for not being fluent enough in English.
