He was Ferguson’s lieutenant on the field, ensuring that United were the most feared team in England around the turn of the millennium. Cristiano Ronaldo was sensational throughout the tournament with 16 goals, but even that tally was inferior to his record two years previously when the Portuguese superstar netted 17. Don't wait 30 years - sign up for our daily football email newsletter today! Bosingwa had at least tasted more action than Bertrand that season, but the academy product was thrown in as a gamble by Chelsea boss Roberto di Matteo. What Man United would give to have a player as passionate and committed as the Irishman right now. Having now forged a successful career as Southampton’s left-back, picking up 19 England caps along the way, Bertrand is a solid if unspectacular Premier League player. In his eight years as captain, Keane won four Premier League titles, two FA Cups and the Champions League. The Spaniard was still at the Bernabeu when they beat the same opponents in 2016, but his only European action that season came against Malmo in the group stages and he didn’t even make the matchday 18 for the final in Milan. Scroll through the gallery above to see which players make it into our XI of the worst Champions League winners ever. Overall, Milan scored only four goals across five knockout matches, having bagged just five in six at the second group stage. However, regaining the crown as champions of Europe was still not enough for Heynckes to keep his job: the German was fired because Madrid only finished fourth in La Liga. Alex Ferguson enjoyed the journey to his second Champions League win, but the Red Devils were less exciting in 2008 than their 1999 vintage. The 3-0 thrashing of Manchester United at San Siro in the semi-finals was superb, and it followed the dramatic 3-2 defeat at Old Trafford that is remembered as one of the best games in the competition. That performance was absolutely stunning, but few neutrals supported Milan that evening, because they had been so negative beforehand. Vidic was a fine captain but he upset some supporters when he signed a pre-contract agreement with Inter Milan midway through the 2013/14 season. The Spaniard was seen as Liverpool’s weak link on a fair few occasions during Jurgen Klopp’s tenure, and played just five games in the entire 2018-19 campaign, but was handed a non-playing send-off in Madrid before leaving the club over the summer. Home of the Daily and Sunday Express. No, we don’t know where they are either. The Old Lady's most difficult hurdle was in the quarter-finals when they lost 1-0 to Real Madrid at Santiago Bernabeu, but they managed to win 2-0 in the return leg thanks to the brilliant performance of Alessandro Del Piero. The Blues had an equal share of the 1-1 draw, but John Terry famously slipped when taking the crucial kick in the penalty shootout and United took home the trophy. Their most memorable triumph came not in the final, a rather drab 2-0 defeat of Tottenham, but in the semis. GUIDE How to get BT Sport on Now TV – and watch every Champions League and Europa League game on your TV this month with no contract. Paulo Sousa won the trophy for the second time in a row against his former club, Karl-Heinz Riedle scored a quick brace in the first half, and the captain Matthias Sammer proved that he was one of the very best sweepers in history. Future Publishing Limited Quay House, The Ambury, The enigmatic Frenchman was made captain for the 1996/97 season and it was a successful one, with United winning the Premier League title. That time he was left on the bench with Paulo Ferreira starting ahead of him, but their roles were reversed eight years on. The most famous moment of that season was the outrageous trick Fernando Redondo performed in order to get past Manchester United's Henning Berg before assisting Raul in the superb 3-2 win at Old Trafford in the quarter-finals. So the full-back was an unpopular choice for the armband and his decision to leave for Inter Milan in January 2020 proves it never was a great match. This Milan were probably the best ever at catching their opponents offside, but for those who want to enjoy football they could be close to unwatchable at times. A prestigious medal remains out of reach for the 39-year-old stopper, while this unlikely collection of players have all surprisingly picked up European silverware. Jupp Heynckes wasn't the luckiest coach throughout his career, and the unfair dismissal from Real Madrid in 1998 is a good example of that – but it all came together for him in 2012/13, as the veteran specialist won the treble before retiring. Everton 2-2 Liverpool: Klopp's post-match interview after Henderson's disallowed goal, West Ham have laid groundwork for top January deal, Mohamed Salah: Ranking his 15 greatest goals for Liverpool after Egyptian reaches 100, Celtic 0-2 Rangers: Steven Gerrard's men win Old Firm derby thanks to Connor Goldson brace, Arsenal youngster stuck at club after bizarre transfer decision, Everton 2-2 Liverpool: Jordan Henderson has last-minute winner disallowed for offside. Quiz! They also proved to have a lot of character when Bayern Munich scored a pair of late goals in the quarter-final first leg, as los Blancos were resilient enough to win 2-0 in the away leg and go through. They might have required a penalty shootout against Valencia in the final, but this was a superb side. The 10 best strikers in the world. He replaced Ivan Rakitic in injury time as Barcelona led Juventus 2-1. A 3-1 aggregate victory over Bayern Munich was ultimately impressive in the last 16, even if Liverpool stuttered in the home leg, before Jurgen Klopp's side dispatched of Porto with ease in the quarters. The Englishman was another solid type who, in truth, lacked the talent to stand out in a squad that featured the likes of David Beckham, Ryan Giggs and Jaap Stam. Before that, the other 2013 finalists – Borussia Dortmund – were demolished 3-0 at Santiago Bernabeu in the quarter-finals. I’m willing to bet he’s the only Champions League winner to ever have played for them. Casilla finally left the Bernabeu last January, joining Leeds United to support their promotion push. He only made three more appearances in the Champions League before being sold to Southampton in February 2015. Real Madrid waited 32 years for this moment, and finally managed to end their drought by beating the two previous winners. That hasn’t been the case in every former final though, with some very surprising players having picked up winners medals. Our. Their style was too defensive, and some might say that they were lucky under Roberto Di Matteo. As such, rounding off a trio of hopeless Red Devils is Jonathan Greening. Nascimento: We are expecting a challenging season, PSL confirm Player of the Season Nominees, Neil Lennon frustrated with coronavirus-related absences ahead of Old Firm derby. We decided to take a look at five of the worst players to win the Champions League. However, amazingly those 38 appearances were enough for to win a Premier League, an FA Cup and a Champions League. It still didn't make the process much easier.
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