Massimiliano Alvini

Coaching career After retirement, Alvini stayed at Signa as a director of football, then as a youth coach, and finally as a head coach.

In 2009, Alvini was hired as the new head coach of Promozione amateurs Tuttocuoio; under his seven-year tenure in charge of the small Tuscan club, Alvini won an impressive total of four promotions (from Promozione to Lega Pro), as well as a Regional Amateur Coppa Italia in 2009 and the Coppa Italia Dilettanti in 2010, leading to comparisons between him and his personal friend Maurizio Sarri, who also started his career from the regional amateur leagues of Tuscany.

In 2015, he left Tuttocuoio to accept an offer from Lega Pro club Pistoiese, but was sacked on 12 April 2016 due to poor results.

On 11 August 2016, Alvini was appointed as the new head coach of Lega Pro club AlbinoLeffe. After impressive results on his first two seasons and a contract extension in March 2017, he was sacked in November 2018 due to a dismal start in the 2018–19 Serie C campaign.

On 18 June 2019, Alvini signed a one-year contract with Reggiana (still formally called Reggio Audace at that time) as their new head coach following the club's readmission to Serie C. On the club's first Serie C season, Alvini managed to lead them to a promotion playoff spot and eventually winning promotion to Serie B after defeating Bari in the tournament final. For his achievements as Reggiana boss, Alvini was awarded the Panchina d'Oro prize as Serie C's best manager of the season.

Alvini was successively confirmed in charge of Reggiana for the club's 2020–21 Serie B, their first appearance in the Italian second tier in 21 years; he voluntarily left the club by the end of the season after being immediately relegated back to Serie C, despite having been publicly offered to stay in charge of the team.

On 16 June 2021, recently promoted Serie B club Perugia announced Alvini as their new head coach on a two-year deal following the departure of their previous boss Fabio Caserta. Under his guidance, Perugia completed the season in eighth place, qualifying to the promotion playoffs, where they were eliminated in the first round by Brescia after extra time. On 8 June 2022, Perugia announced they had terminated Alvini's contract by mutual consent.

On 9 June 2022, one day after his departure from Perugia, Alvini was unveiled as the new head coach of newly promoted Serie A club Cremonese, with whom he is set to make his debut in the Italian top flight. He was however sacked on 14 January 2023, following a 2–3 home loss to Monza, leaving Cremonese at the bottom of the league table with seven points and no wins in eighteen games in charge of the Grigiorossi.

He successively was hired as the new head coach of Spezia in the Italian Serie B, with the aim of bringing the Ligurians back to the top flight. He was however dismissed on 15 November 2023, leaving Spezia deep in the relegation zone.

On 20 June 2024, Alvini signed a two-year contract as the new head coach of Serie B club Cosenza. He was dismissed on 26 February 2025 following a 0–3 home loss to Palermo, leaving Cosenza at the bottom of the league table. He was reappointed just a month later on 30 March 2025.

After failing to save Cosenza from direct relegation to Serie C, Alvini mutually terminated his contract with the club on 2 July 2025. The same day, he was unveiled as the new head coach of Serie B club Frosinone.

Honours Manager Tuttocuoio Coppa Italia Dilettanti: 2010 Serie D: 2012–13 (Girone D)

Individual Panchina d'Oro: 2020