|Date of birth||13 October 1959|
|Place of birth||San Marino, San Marino|
|Height||1.78 m (5 ft 10 in)|
|Playing position||Defensive midfielder|
|* Senior club appearances and goals counted for the domestic league only.
† Appearances (Goals).
Massimo Bonini began his career at Juvenes Dogana in 1973 but failed to make a league appearance during his 4 years at the club. After leaving Juvenes Dogana in 1977, he moved on to join Bellaria, goin on to make 33 appearance scoring 1 goal. After leaving Bellaria in 1978, he moved on to join Forli, goin on to make 23 appearance scoring 1 goal. After leaving Forli in 1979, he moved to Cesena, appearing 60 times & scoring 5 goals.
After leaving Cesena in 1981, Bonini played for Juventus between 1981 and 1988, in which he played 296 matches and scored 6 goals. He won 3 Scudetti, 1 Italian Cup, 1 European Cup, 1 Cup Winners' Cup, 1 European Super Cup and 1 Intercontinental Cup. He is the only Sanmarinese footballer to have won an official international title.
After leaving Juventus in 1988, he moved to Bologna going on to make 112 appearance & scoring 5 goals. Bonini retired in 1993.
Since the San Marino Football Federation was not officially recognised by the Union of European Football Associations (UEFA) until 1990, players from San Marino were assimilated to Italian players. For this reason, Bonini was entitled to play for the Italian Football Federation and actually played for the Italian Under-21 football team. Since he always refused to give up the citizenship of San Marino, he had to wait until 1990 in order to play for San Marino’s first team, winning 19 full caps since then. He played his first match for San Marino against Switzerland on 14/11/1990. He was also briefly the national coach of the San Marino national team from 02/06/1996 to 10/09/1997 after retirement.
For its 50th anniversary in 2004, UEFA asked each of its 52 member associations to nominate one player as the single most outstanding player of the period 1954–2003, and Bonini was chosen as the Golden Player of San Marino by the San Marino Football Federation in November 2003.