As it is nearly January transfer window time, it seems relevant to look at the contract circumstances currently developing at the San Siro, the Curva Sud in particular.

Milan have eight players out of contract in the summer and come January they will be free to talk to other clubs, but should Milan maybe hang on to the players in question or let them leave and freshen up the squad.

Alessandro Nesta

The veteran stopper is coming to the end of his career and injuries have piled up over the years, but since his return to the Milan starting line-up last season he has been imperious and a key member of the Milan backline. But Thiago Silva has said Nesta will leave at the end of the season and he may go back to his boyhood club Lazio.

Massimo Ambrosini

The club captain and symbol of Milan, it is hard to imagine him playing for any other team. He has though found himself in and out of the side but at 33 years old he will be unlikely to find another top club willing to keep him on. This coupled with Milan’s ‘family’ ethic he will no doubt be given a new deal.

Flavio Roma

The goalkeeper signed in 2009 with thoughts of breaking into the first team with confidence low with the goalkeepers already at the San Siro. Those being Marco Storari , Christian Abbiati and Dida. With two of those three gone and Marco Amelia only on loan, it may prove useful to offer the 36 year old stopper a new deal, otherwise a new keeper will need to be brought in.

Clarence Seedorf

The Dutch midfielder could well be on his way out of the San Siro door come the summer. But to his credit he has played his way into Max Allegri’s plans and could get a one-year extension but he is keen to play in the MLS. He is a relatively high earner and as Milan are not the high rollers they once were, it may be time for Seedorf to move on.

Andrea Pirlo

Most would think there can’t be anywhere else than the San Siro for Andrea Pirlo, but the midfielder is nearing the end of his career and may want to challenge himself in another environment. The likely destination is Chelsea to be reunited with Carlo Ancelotti, this coupled with Milan’s upturn in form with the playmaker out of the team, so he may be more expendable than once thought. But he has been promised a deal for life by Milan, so the ball is in his court.

Ronaldinho

It seems more and more apparent that Ronaldinho is playing his final season at the San Siro. The Brazilian has struggled with form this season and with Zlatan Ibrahimovic leading Milan, there isn’t room for both in the first team as Allegri can’t find a system that incorporates two players who refuse to track back.

Filippo Inzaghi

The legend that is SuperPippo will not feature for the rest of this season with a knee injury. His brace against Real Madrid in the Champions League will have swayed opinion and the feeling of sentimentality towards the forward will surely have led to an extension of his deal, but his knee problem could mean Milan cut their losses and let the goal machine leave on a free in the summer.

Marek Jankulovski

The versatile Czezh Republic full-back has already made his intentions clear as in the summer he stated he would see out his contract and remain at Milan. He also said he would end his playing days in the Czech Rep and being available on a free transfer it looks likely he will end his career with hometown club Baník Ostrava.

Who should Milan keep? Who should they bring it as replacements? Leave a comment and let us know.