Jose Mourinho's 10 Biggest Ever Defeats

Ryan Bailey@ryanjaybaileyFeatured ColumnistJanuary 2, 2015

Jose Mourinho's 10 Biggest Ever Defeats

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    Michael Regan/Getty Images

    The Special One has not started 2015 in a particularly special way.

    On New Year's Day, Jose Mourinho watched his Chelsea side lose 5-3 to Tottenham Hotspur, representing one of the biggest losses in his career. In fact, according to 101 Great Goals, it is only the second time that a Mourinho side has conceded five goals in his 715 games at the helm.

    Big defeats are rare for Mourinho, but here follows a ranking of some of his biggest, both in terms of scoreline and significance.

Real Madrid 1-2 Atletico Madrid, May 2013

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    Jose Mourinho did not have an awful lot of fun during the 2012-13 campaign, labelling it "the worst season of [his] life" after Atletico Madrid defeated his Real Madrid side in the Copa del Rey Final.

    The match—held at the Bernabeu—finished 2-1 to Atleti thanks to a Joao Miranda header deep in extra time and a superb performance in the net from Thibaut Courtois. It marked the first time since 1999 (26 games) that Atleti had beaten their city rivals. Furthermore, it left Mourinho without a trophy in that campaign.

    The bad-tempered match featured 14 yellow cards and reds for Cristiano Ronaldo and Gabi (as per the Guardian), while Mou was sent to the stands after 77 minutes for remonstrating with the referee.  

Aston Villa 2-0 Chelsea, September 2007

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    Mark Thompson/Getty Images

    A Chelsea 18-game Premier League unbeaten streak reached its conclusion with a trip to Villa Park in September 2007.

    Mourinho—sporting his rare 1980s slick-back hairstyle—watched as debutant Zat Knight and Gabriel Agbonlahor helped push Martin O'Neill's Aston Villa toward European qualification with a 2-0 win.

    The return leg of this fixture was a bonkers 4-4 draw at Stamford Bridge, but Mou was ancient history by then. In fact, he only lasted two more games after this loss in the Midlands.  

Manchester Utd 2-0 Inter, March 2009

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    Alex Livesey/Getty Images

    Mourinho enjoyed one of the most famous nights of his career at Old Trafford in 2004 when his Porto side sent Manchester United crashing out of the Champions League. When he faced his old foe Sir Alex Ferguson with Inter Milan in March 2009, however, the result was not quite so favourable.

    First-half goals from Nemanja Vidic and Cristiano Ronaldo put the Red Devils through to the quarter-finals, leaving the Nerazzurri to curse a host of missed opportunities. 

    Rather than attacking the officials or his own team, a calm Mourinho simply praised his opposition in the post-match press conference

Atalanta 3-1 Inter Milan, January 2009

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    FELICE CALABRO'/Associated Press

    Mourinho enjoyed a successful debut Serie A campaign, making it all the way to mid-January with only a single defeat, a 1-0 fall to city neighbours AC Milan

    On a trip to Atalanta sandwiched between two Coppa Italia games, Inter suffered and went 3-0 down, with Zlatan Ibrahimovic bagging a meaningless consolation in injury time. 

    Mourinho was furious with his team, speaking of "horrible mistakes" and "an unspeakable first 40 minutes" (as per the Guardian).   

Catania 3-1 Inter Milan, March 2010

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    ANTONIO CALANNI/Associated Press

    Mourinho's Internazionale made history in 2009-10 when they became the first Italian team ever to win the treble.

    On the way to collecting his second consecutive Scudetto, Mou's side lost four times, the worst of which was a 3-1 defeat on the road at Catania.

    Inter started on the right track when season top scorer Diego Milito broke the deadlock in the 54th minute, but they gifted the Sicilians three goals in the final 16 minutes, allowing AC Milan to come within four points of them at the top of the Serie A table. 

Porto 1-3 Real Madrid, October 2003

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    Ross Kinnaird/Getty Images

    Porto's second game of the 2003-04 Champions League group stage saw Spanish behemoths and future Mourinho employer Real Madrid visit the Estadio das Antas. 

    Costinha put the home side ahead after seven minutes but Ivan Helguera, Santiago Solari and Zinedine Zidane found the net in a comprehensive 3-1 victory for Los Blancos. 

    With one point from their first two group games, it looked like Porto faced an uphill battle to reach the knockout stage. But, as we all know, the Special One bounced back from this defeat to progress and win the competition. 

Borussia Dortmund 4-1 Real Madrid, April 2013

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    Mike Hewitt/Getty Images

    In the 2012-13 Champions League, the stage was set for an all-Spanish final at Wembley, provided Barcelona and Real Madrid could overcome Bayern Munich and Borussia Dortmund, respectively. 

    However, both of La Liga's representatives fell at the semi-final stage, with Mourinho's Merengues falling the hardest. In the first leg at the Westfalenstadion, Mou bore witness to The Robert Lewandowski Show, as the Polish striker put four goals past a dazed Diego Lopez.

    It was Mourinho's biggest ever defeat in 106 Champions League games (as per the BBC) and one of only a handful of instances in which one of his sides shipped four goals.  

Chelsea 0-3 Middlesbrough, February 2006

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    Matthew Lewis/Getty Images

    Until this week, Chelsea's biggest loss under Jose Mourinho was the 3-0 drubbing they received at the Riverside Stadium in February 2006. Fabio Rochemback opened the scoring after only 78 seconds while Stewart Downing and Yakubu added two more to complete a miserable afternoon for the Blues. 

    It was the league leaders' first loss since the previous November and was particularly surprising as Boro were struggling and had crashed to a 4-0 home defeat to Aston Villa the previous weekend. 

    After the game, Mourinho told the BBC: "We lost to Manchester City and didn't deserve it, we lost at Manchester United and didn't deserve it. We lost today 3-0—and we deserved it."

Tottenham 5-3 Chelsea, January 2015

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    Michael Regan/Getty Images

    And so we arrive at Mourinho's New Year's Day shellacking. For only the second time in his career, the Portuguese manager watched an opponent score five goals against him as Harry Kane, Danny Rose, Andros Townsend and Nacer Chadli earned Tottenham a rare three points against the Blues. 

    Mou didn't blame ball boys or a "campaign" against his players for the loss, but he did lambast the officials for failing to award his side a penalty when they were already 1-0 up. 

Barcelona 5-0 Real Madrid, November 2010

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    David Ramos/Getty Images

    The indignity Mourinho suffered at White Hart Lane on Thursday pales in comparison to his experience on 29th November 2010 at the Camp Nou. 

    Coming off a seven-game La Liga winning streak and facing his first Clasico in front of nearly 100,000 spectators, Los Blancos were completely taken apart by a resplendent Barcelona side.

    In addition to the five unanswered goals Sergio Ramos also left the field early after striking Carles Puyol in the face. The gap in class between Spain's two biggest sides had been exposed.  

    It was Barca's biggest win since the 1993-94 season, as per The Telegraph, and it remains Mourinho's heaviest career defeat. "You have to have character, when you lose by five goals you can't leave crying, you have to go and work harder," he said after the match.  

    Madrid ended up losing the league title to their biggest rivals by four points, while Mou went more then four years before seeing his side concede five again. 

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