Andrea Pirlo was "very, very close" to signing for Real Madrid in 2006 and also held talks with Pep Guardiola's Barcelona.
Pirlo played for Milan between 2001 and 2011, winning two Serie A titles as well as a pair of Champions League trophies with the Italian giants.
But during this time, the Rossoneri were involved in the Calciopoli scandal as one of five teams accused of fixing Serie A matches.
This brought their future participation in Serie A and the Champions League into doubt as Pirlo won the 2006 World Cup with Italy, and a move to Santiago Bernabeu almost materialised.
The former midfielder told FourFourTwo: "We had just won the World Cup, but we didn't know what would happen.
"I was very, very close with Real Madrid. But then we got told that Milan could enter Champions League qualifying and be readmitted to Serie A.
"I was offered a new contract straight away and the club did a lot to keep me."
Pirlo also had discussions with Madrid's rivals Barcelona and head coach Guardiola in 2010. "He called me in [to his office after the game] and started talking about how he wanted to play and how he would like me to join his team," he recalled.
"For me, it was a source of pride, especially to talk to him and also to be compared to a Barcelona player. In the end, nothing happened, but being called by Guardiola into his office to talk was a wonderful experience."
Pirlo, now the head coach of Turkish side Fatih Karagumruk, was wanted by English sides, too, with Chelsea one of those who tried to lure him away from Milan.
"Ancelotti asked me to go with him [to Chelsea]," the 43-year-old said. "The two teams talked about it with my agent, and there was a big chance.
"But in the end, when it was time to sign the contract, Silvio Berlusconi [then Milan owner] and Adriano Galliani [CEO] didn't want me to go."
Manchester City also tried to unsuccessfully bring Pirlo to the Premier League before he eventually joined Juventus, where he stayed for four years before ending his career with MLS franchise New York City FC.
"I spoke with Juventus, with Roberto Mancini's Manchester City and with other big teams," he explained. "But in the end, I decided to go to Turin because they had a good project to get back to winning ways.
"They had just gone through some tough years, but they had a new stadium and were building a new Juve, where I would be an important player, so I decided to go there."
Salah's contract 'up to him and the club', says Slot
Arne Slot has asserted Mohamed Salah’s future is “up to him and the club”.
The Liverpool star has yet to make a decision on whether to renew his contract, and as it stands, will be leaving Anfield at the end of the season.
Salah remains a key player for the Reds, and leads the club for Premier League goals (seven) and assists (five) this term.
He scored the winner in the 72nd minute to complete Liverpool’s comeback against Brighton in the Premier League on Saturday, as they moved to the top of the table.
And despite the question marks over Salah's future, Slot is not concerned.
"[His future] is not what I think about. The only thing I think about is he is so important for us. Scores important goals, works hard for the team," the Liverpool boss told TNT Sports.
"I’m hoping he can enjoy that feeling many, many, many more times. Especially if I’m here but also if I’m not here. I’m hoping he can do this many more times.
"He’s been incredible for Liverpool over the past eight years. He’s been incredible for us this season and I hope he can continue doing this for the rest of the season and maybe longer to come, but that’s up to him and the club to find the idea about the future."
Salah could be in for a historic night on Tuesday when Liverpool face Bayer Leverkusen, having scored in each of his last five Champions League appearances at Anfield.
The last player to score in six consecutive home games in the competition for an English club was Ruud van Nistelrooy for Manchester United in April 2003.
Salah sparked renewed talk over his future after posting on Instagram on Sunday, saying that the feeling of scoring at Anfield would remain unforgettable “no matter what happens.”
But Slot was keen to quash any deeper meaning in the post.
"I haven’t spoken to him about that. You interpreted it in a way that maybe other people don’t," he told the press.
"I don’t look at Instagram posts of my players, I only talk to them which you can’t, which is the advantage I have.
"Mo is in a very good place at the moment. As long as he has been at Liverpool, he has been in a very good place, but this season again as well. I am hoping he will make a post after tomorrow and on Saturday again. What he said with that, that is not important.
"For me what is important is how he plays and what he tells me when we have conversations. That is what matters and not how you guys interpret one of his posts."
Fonseca targets statement Milan win over Real Madrid
Milan have no need to fear Real Madrid and their coach Paulo Fonseca is targeting a statement win in the Champions League.
Despite having won more Champions League/European Cup titles (seven) than any other club apart from Madrid (15), it has been 17 years since Milan last lifted the trophy in 2007.
On the other hand, holders Madrid have won the Champions League six times since 2013-14.
But Fonseca sees no reason to fear Los Blancos at the Santiago Bernabeu, where Carlo Ancelotti's side were recently hammered 4-0 by Barcelona.
"We're playing against a team that aspires to win the Champions League every year and for us it's a great opportunity to grow," Fonseca said.
"We'll play without fear of anything, with courage, because we believe we can play a great game and do great things.
"I always transmit to my team the desire to win and tomorrow will be no different. Real Madrid are a great team, but we will go out there thinking about winning. After that, anything can happen, but that's the mentality.
"To win a match like this, we have to defend well, have possession of the ball and create dangerous situations. A match against Real Madrid is a chance to show the world our quality and the way we are growing."
Madrid are 12th in the 36-team Champions League table with six points, while Milan are languishing in 25th spot – just outside the play-off places – with three points after three games.
Fonseca explained Milan had carefully studied Barcelona's 4-0 win over Madrid in last month's Clasico.
"I saw the derby, it's impossible not to watch it. They are teams I like to watch and I paid close attention to the game," Fonseca said.
"We are different from Barcelona but it was important to see Real Madrid's intentions against them because Barca have a similar way of defending with us. We made the whole team watch the game.
"It is the match between the two clubs that have won the Champions League the most. There are many games in the continent that are big, but this one is obviously something special, a match between two clubs that are attractive.
"We hope to put on a good show for people who enjoy good football."
Milan are winless in their last three Champions League games against Madrid (D2 L1) since they won 3-2 in October 2009 with goals from Andrea Pirlo and Alexandre Pato.
Madrid have won five of their seven home matches against Milan in the competition (D1 L1), beating them 2-0 in the most recent such match in October 2010.
Guardiola expecting challenging season for injury-hit Man City
Pep Guardiola believes Manchester City's current injury problems will make it harder for them to repeat the success of recent years.
Depleted by a number of injuries to key players, the Premier League champions saw a 32-game unbeaten league run ended by a loss at Bournemouth on Saturday after a midweek reverse at Tottenham in the EFL Cup fourth round, marking the first time City have lost successive matches in all competitions since September 2023.
While Guardiola says he is aware of the expectations surrounding his team, he knew they were likely to suffer more defeats due to injuries and the increasing level of their opponents.
"I know our standards, but we've lost just one game. Maybe we are going to lose again in the Premier League against Brighton and against Tottenham and against Liverpool," Guardiola told reporters, referring to their next three Premier League games.
"We are just two points behind Liverpool, who are a top-class team. We've started well in the Champions League, but I know people expect us to win 38 league games and win the treble every season as these are our standards.
"The reason it is difficult is because we have had a lot of absentees, which can happen in some seasons.
"Sometimes, to win the treble, everything has to be on the same page with injuries, but this is not possible this time. The teams are very strong and everything is more difficult, and we have to accept that. That is the challenge."
City will be without Ballon d'Or winner Rodrigo and Oscar Bobb for most of the campaign, while John Stones, Jack Grealish and Ruben Dias remain sidelined and have not travelled to Portugal.
Manuel Akanji, Nathan Ake and Kyle Walker still have problems despite being in the squad, Guardiola said, and Kevin De Bruyne and Savinho are improving, while Erling Haaland is fit.
City sit third in the Champions League standings after two wins and a draw and are looking for a third consecutive European win at Portuguese champions Sporting CP, who are eighth but also have seven points and are unbeaten across all competitions this season.
Guardiola's side claimed a resounding 5-0 win at Sporting when they met in the 2022 Champions League last 16, and are looking to extend their record run of unbeaten games to 27 in the competition.
"They play quite similar like we faced two seasons ago, the pattern is so clear," Guardiola added.
"They have changed players but have the same manager and same mentality," he said, referring to Sporting boss Ruben Amorim, who will take over at Manchester United at the start of the international break.
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