Cesena Rossi joined his hometown's club,
AC Cesena, in 1979, at the age of 15. In
1982–83, on loan, he made his senior debuts with
Forlì in the
Serie C1, being backup in a relegation-ending season. Under Sacchi, Rossi received two international call-ups by the end of 1994, but failed to make a single appearance for his country, although several pundits regarded him as a viable alternative to the then first-choice keeper Pagliuca; he still managed to have a successful club career under the tutelage of
Fabio Capello, as the
Invincibles went on a 58-match unbeaten run and won four
Scudetti in five seasons, as well as the
UEFA Champions League in
1994. During round 17 of the
1998–99 season, Milan were leading
AC Perugia 2–0 when they conceded a late
penalty. After
Hidetoshi Nakata converted it, teammate
Cristian Bucchi was struck from behind by Rossi while retrieving the ball from the back of the net. Rossi was
sent off and later was punished with a five-match ban. After beating out newcomer
Jens Lehmann (who would leave after playing only five matches) for the number-one jersey in
1998–99,
Perugia and retirement After the
2001–02 campaign Rossi moved to Perugia, who were facing a goalkeeper crisis at the time. He contributed relatively as the team
retained its top level status, then retired at the end of that sole campaign at the age of 39. Rossi made one final appearance for Milan at the
San Siro, in a
testimonial match for
Demetrio Albertini, his teammate for eleven seasons. Subsequently, he worked as goalkeeper coach in the club's youth department. ==Style of play==