Massimo Ambrosini (born 29 May 1977 in Pesaro, Marche) is an Italian footballer who plays as a midfielder and is the current club captain for Italian Serie A club Milan.

He is well known for his aerial ability and tackling.Ambrosini began his career with Serie B side Cesena and graduated to their first team at the age of 17 during the 1994–95 season. Milan coach Fabio Capello then won the race to sign him the following year, and despite facing tough competition to break into the all-star Milan side, Ambrosini was given a handful of games as the team romped to the Serie A championship. Only used marginally more in 1996–97, Ambrosini was sent on loan to Vicenza, where he was a key member of the team that successfully preserved their Serie A status. Recalled to the San Siro, Ambrosini at last made a first-team place his own as Milan won back the Serie A championship in 1999. A regular the following term, he then saw his chances limited by a troublesome knee injury before returning to full fitness to help Milan win the Coppa Italia and UEFA Champions League, where he replaced Rui Costa in the 87th minute at Old Trafford.