Carlo Ancelotti made his debut on the Parisian bench against AC Milan in a friendly match in Doha (PSG lost 1-0 despite a good match from his team). He experienced his first defeat at the head of Paris after three months of invincibility in the quarter-final of the French Cup at home against Lyon (1-3). He also suffered his first defeat in the league during the 30th day of Ligue 1 in Nancy (1-2). He won the first classic of the season as coach against OM (2-1) and still clings to the championship leader, Montpellier. However, he participated in the Final 8 of the Champions League by coming on against Atalanta Bergamo, RB Leipzig or even during the last quarter of an hour of the match against Bayern Munich. The Old Lady finished the year in seventh place in the standings and reached the semi-finals of the 1999 Champions League where they lost to the future winner, Manchester United. Big Four fails to take points against the future champion. In the round of 16, they lost twice (2-1; 0-1) against the future winner, Inter Milan led by the former Portuguese coach of Chelsea, José Mourinho.
But Chelsea will not give up: in the league, they beat all the other Big Four teams twice each: Liverpool 2-0 and 0-2; Arsenal 0-3 and 2-0 Manchester United 1-0 and after the 1-2 victory at Old Trafford, the club will never leave the head of the Premier League. On June 1, 2009, he signed a contract with Chelsea requested by the wealthy president of the London club, Roman Abramovitch. With Ancelotti, Chelsea began the 2009-2010 season by winning the Community Shield against Manchester United on penalties. He then went on to have three victories in a row, two in the championship (Toulouse: 3-1 and Brest: 1-0) and one in the French Cup (4-0 against the Sablé fans) thus confirming PSG's leadership position, however without increasing its lead of 3 points over its runner-up, Montpellier. The Parisians fell three short of the title despite a very good season (23 wins, 10 draws, 5 defeats, 75 goals, for 41 goals against). At kick-off, Paris Saint-Germain are three points behind the Montpellier leader, and only a victory for PSG combined with a defeat for their opponents can offer the title to the capital club.
This 1999-2000 season was also marked by the victory of Ancelotti's Bianconeri in the Intertoto Cup (victory in the final against Stade Rennes). On the last day, at home, they defeated Wigan (8-0), which gave them their fourth English championship title, ahead of Manchester United, reigning champion since 2007. The season ended by winning the British Cup. England face relegated Portsmouth. The first European competition for the RCL was the European Cup Winners' Cup during the 1975/1976 season before losing in the round of 16 to ADO Den Haag. In 2015, Zé Roberto joined the Palmeiras club, he became Brazilian champion in 2016 then extended for another new season at the age of 42. After another difficult 2005-2006 season, emblematic goalkeeper Mickaël Landreau and midfielder Jérémy Toulalan left the club. It was repeated for Milan the following season as the Rouge et Noir once again finished in second place in the 2005-2006 Championship behind the Turinese of Gianluigi Buffon and David Trezeguet. Ancelotti arrived at AC Milan in November 2001 when the club led by Turk Fatih Terim was in the midst of a crisis.
We also describe this team from the early 2000s as Ancelotti's “Meravigliosi” (which can be translated as Ancelotti's Formidables). This 2007 Champions League is an opportunity for Ancelotti's team, although aging, to sublimate and shine: after a rather laborious preliminary round and group stage, the Milanese seem to be gaining momentum, successively eliminating Celtic FC, Bayern Munich, then Manchester United, before taking their revenge for the 2005 edition by beating Liverpool (2-1) on May 23, 2007 in Athens with a double from Pippo Inzaghi. While the Milanese led 3-0 at half-time, Rafael Benítez's men came back to 3-3 after the hour mark before winning 3-2 on penalties. Entering in the 116th minute, it only took him two minutes to unleash a powerful strike into Raphael Schäfer's net which made the score 3-2 for Schalke. If Paris does the job and wins at Lorient (1-2) after being behind (goals from Javier Pastore and Thiago Motta), at the same time, Montpellier beats Auxerre by the same score.
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