In 2001, at the age of 19, Cassano signed with reigning Serie A champions Roma for a transfer fee of 60 billion Italian lire (about €30 million); at the time, this was the most expensive teenage signing ever. His first season produced five goals, as well as a 2001 Supercoppa Italiana victory, and he attracted media attention after openly clashing with coach Fabio Capello after he was left out of a practice match a few days after his international debut. In the 2003 Italian Cup final against Milan, Cassano was sent off after protesting an official's decision, and he flashed the sign of the horns at the referee while leaving the pitch. During his time with Roma, he won the Serie A Young Footballer of the Year Award in 2001 and in 2003.