Massimo Ambrosini is a former Italian professional footballer, who mainly played as a defensive midfielder. At club level, he is mostly known for his successful time at Italian team A.C. Milan, where he spent eighteen years of his career, winning several titles, and even captained the side from 2009 to 2013, following the retirement of Paolo Maldini. A physically strong, tenacious, energetic, and hardworking box-to-box, central, or defensive midfielder, with a wide range of skills, Ambrosini was well regarded for his ability in the air, and was capable of being a goal-threat, in particular from set-pieces, due to his height, elevation, ability to make attacking runs into the area, and his heading accuracy, as well as his powerful striking ability from distance, which even led manager Carlo Ancelotti to deploy him as a centre forward on occasion. Throughout his career, he stood out for his leadership, as well as his stamina, versatility, tactical intelligence, and aggressive tackling. Although Ambrosini primarily served as a ball winner, he was also known for his ability to start attacking plays after winning back possession, courtesy of his vision and passing range, despite his lack of notable technical skills. Despite his ability as a midfielder, he often struggled with injuries throughout his career.