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SPENDING WISELY

Is this the best transfer window AC Milan have ever had?

AC Milan have almost signed an entire new XI, but how does it compare to previous windows?

AC Milan are winning the transfer market.

Although they’ll probably still end up 20 points behind Juventus at the end of the season, you have to admire their commitment to spending.

But is this the best transfer window in Milan’s history? By history, we mean the last 20 years, because we know you don’t have all day.

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Worth it for the beard alone

AP:Associated Press
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Worth it for the beard alone

1999/2000

Milan brought in the new Millennium with a transfer window that had it all.

A handful of South America, in Serginho and Dida, a world class striker, Andriy Shevchenko, and a slab of Italian marble, Gennaro Gattuso. Bellissimo.

There was even room in the budget to have a bit of fun. Enter everyone’s favourite Nigerian Jay-Jay Okocha Taribo West.

A majestic kit for majestic players

AP:Associated Press
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A majestic kit for majestic players

2001/2002

What do you do when you’ve got £35million burning a hole in your pocket? Spend it on Rui Costa, of course.

But Fatih Terim wasn’t done there. He spent another £31mil on Filippo Inzaghi and £15m on an unwanted midfielder from Inter Milan.

Whatever did become of Andrea Pirlo?

Why do they all look like they’re about to get told off?

Epa
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Why do they all look like they’re about to get told off?

2002/2003

For a bit of context on this next window, just keep in mind that Everton spent £30m on Michael Keane.

Now that we’ve got that out of the way, bask in the glory of Alessandro Nesta arriving from Lazio for just £26m.

He was joined by Clarence Seedorf, as Inter once again refused to learn their lesson by selling mercurial midfielders to their arch-rivals.

As if that wasn’t enough, Milan also managed to bring Brazilians Leonardo and Rivaldo to the San Siro on free transfers. What’s the Italian for bargain?

That feeling when you know you get to play with Roque Junior

AP:Associated Press
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That feeling when you know you get to play with Roque Junior

2008/2009

Milan’s 2009/09 window was so good that not even the signing of Philippe Senderos could dampen the mood.

Ronaldinho and Gianluca Zambrotta both joined from Barcelona in a £30m deal, with a sensible £8.5m going towards Thiago Silva.

Andriy Shevchenko and David Beckham also joined on loan, giving Milan’s squad a lovely nostalgic feel.

Who invited big Phil again?

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Who invited big Phil again?

2011/2012

Milan’s last great transfer window came in 2011, when Zlatan Ibrahimovic was rescued from his Barcelona nightmare.

The crown prince of Italian football, Stephan El Shaarawy joined from Genoa, along with the former prince of Pompey Kevin-Prince Boateng.

But better than any of those three was the arrival of Pele. Yep, Pele played for Milan. You learn something new every day.

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