Sackings have followed Abramovich ever since he took over Chelsea. The axeing of incumbent manager Claudio Ranieri in 2004 was no big surprise - a billionaire oil baron was always going to want his own man in the top job at the club - but the disposal of the 'dead man walking' set a precedent of ruthless dismissals.
Ever since, the Russian has spared no expense getting some of the brightest managerial talent in world football to join his project in south-west London. He has had to spend a fair amount in pay-offs too.
Some of these men have gone on to shine in other jobs as their reputations have soared; others have found their careers nosediving after being chewed up and spat out by what appears to be one of the most politicised environments in sport.
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Jose Mourinho (June 2004-September 2007)
Before he joined Chelsea: The young manager who took Porto to domestic and European glory.
How did he do: Took a Chelsea side who had been improving for years and instantly elevated them to the next step as they won back-to-back titles. Also won two League Cups and an FA Cup, but always fell short in the Champions League.
Why he went: Left 'by mutual consent' after reported disagreements with Abramovich about the running of the club.
Since Chelsea: After nine months out of the game joined Inter Milan, who he guided to the Serie A title. A year later Mourinho's Inter won the treble of Scudetto, Coppa Italia and Champions League. He then moved to Real Madrid where he usurped Barcelona to win La Liga last season.
Record: Played 182 Won 123 Drawn 39 Lost 20 (a win ratio of 67.6 per cent).
Trophies: Premier League 2005, 2006; FA Cup 2007; League Cup 2005, 2007.
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Avram Grant (September 2007-May 2008)
Before he joined Chelsea: A total surprise choice to take over at Stamford Bridge, his only previous success had come in winning four Israeli league titles with Maccabi Tel Aviv and Maccabi Haifa.
How did he do: Slightly misunderstood his instructions to win as much silver as possible: Chelsea finished as silver medallists in the league, the Champions League and the League Cup.
Why he went: John Terry slipped, and missed, while taking the fifth penalty in the Champions League final shootout. Grant was fired three days later.
Since Chelsea: After 18 months or so out of the game joined Portsmouth, who were relegated but made the FA Cup final. He quit at the end of the season and joined West Ham a few weeks later, who he put on the path to relegation before getting fired. He quit Serbia's Partizan Belgrade in May.
Record: Played 54 Won 36 Drawn 13 Lost 5 (a win ratio of 66.7 per cent).
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Luiz Felipe Scolari (July 2008-February 2009)
Before he joined Chelsea: A World Cup winner with Brazil in 2002 who then took Portugal to the Euro 2004 final and 2006 World Cup semi-finals.
How did he do: Delivered what was at the time Chelsea's worst run of form in the Abramovich era as the relationship between the coach and his players disintegrated. Fired after just over half a season.
Since Chelsea: Returned to Brazil after a spell in Uzbekistan and was hired as manager of former club Palmeiras in 2010 years ago. However, Scolari was sacked in September of this year.
Record: Played 36 Won 20 Drawn 11 Lost 5 (a win ratio of 55.6 per cent).
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Guus Hiddink (February 2009-May 2009)
Before he joined Chelsea: A legendary boss in Dutch domestic football with six league titles and a European Cup title to his credit. Took both Netherlands and South Korea to the World Cup semi-finals, and led Russia to the Euro 2008 semi-finals.
How did he do: Took the job on a part-time basis while still Russia coach, and made a massive impact as the club lost just one more game during the season and lifted the FA Cup. As a rarity, he left Chelsea of his own accord.
Since Chelsea: Returned to the Russia job, but left after missing out on qualification for the 2010 World Cup. Became Turkey coach in 2010 but left after failing to qualify for Euro 2012. Signed an £8.3m-a-year deal to coach Russian side Anzhi Makhachkala in 2012.
Record: Played 22 Won 16 Drawn 5 Lost 1 (a win ratio of 72.7 per cent).
Trophies: FA Cup 2009.
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Carlo Ancelotti (June 2009-May 2011)
Before he joined Chelsea: Took AC Milan to the Serie A title and two Champions League victories.
How did he do: Won the double in his first season in the dugout at Stamford Bridge, but was fired a year later after a trophyless season despite being a firm favourite with the Blues players.
Since Chelsea: Took over as coach of big-spending, Qatari-backed Paris St Germain on a salary of £6m a year.
Record: Played 107 Won 67 Drawn 19 Lost 21 (a win ratio of 62.6 per cent).
Trophies: Premier League 2010; FA Cup 2010.
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Andre Villas-Boas (June 2011-March 2012)
Before he joined Chelsea: The young manager who took Porto to domestic and European glory. Like a certain Special One.
How did he do: Broke Scolari's record for producing Chelsea's worst run of form in the Abramovich era as the relationship between the coach and his players disintegrated. Fired after just over half a season. Stop us if you've heard that bit already as well.
Since Chelsea: Under pressure at Spurs following a difficult start to the season. Suffered a 5-2 loss at Arsenal at the weekend.
Record: Played 38 Won 18 Drawn 11 Lost 9 (a win ratio of 47.4 per cent).
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Roberto Di Matteo (March 2012-November 2012)
Before he joined Chelsea: Was assistant to AVB before taking the job initially on a caretaker basis. Previously had spells with MK Dons and West Brom on his CV, though hr was sacked by the Baggies after getting them promoted.
How did he do: Won both the Champions League and the FA Cup within three months of being in charge, but a mixed start to the new season, culminating with a 3-0 loss to Juventus, signalled the end of his reign.
Record: Played 42 Won 24 Drawn 9 Lost 9 (a win ratio of 57.1 per cent).
Trophies: FA Cup 2012; Champions League 2012.