Riccardo Montolivo is an Italian professional footballer who plays as a midfielder for Serie A club Milan, having previously played for Atalanta and Fiorentina. He is an Italian international who made his debut for the senior team in 2007.

A versatile player capable of playing anywhere in midfield,[4] Montolivo's two main roles are as a deep-lying playmaker (regista) and an attacking midfielder (trequartista), which best utilise his technical ability, creativity and range of passing.

In May 2012, Milan head coach Massimiliano Allegri announced that Montolivo would join the club on a free transfer when his contract with Fiorentina expired on 30 June.

"Next season Montolivo will arrive and he is a very talented player with great technique," said Allegri to Milan Channel.

Montolivo was highly praised for his performance in the derby against Internazionale on the 7th October 2012. Also in this game the referee discarded a stunning 30 yard volley by Montolivo due to a challenge committed by Emanuelson.

On 30th October 2012, Montolivo scored his first goal with A.C. Milan in the 69th minute after Milan were down 2–0 to Palermo by the 47th minute after half-time in the 10th round of 2012–13 Serie A. A.C. Milan drew the match 2–2.

On 25th November 2012, vs Juventus (match won 1–0 by Milan), as Bonera and Ambrosini were suspended and Abbiati was injured, he played his first match as Milan's captain, a few days before this, the club's owner Silvio Berlusconi visited Milanello, and him and the players decided that the captain band will be given either to Montolivo or to the 36 year old Colombian captain Mario Yepes.