After moving to Italy, Sylvestre rose to fame winning the 15th series of Italian talent show Amici di Maria De Filippi.

His debut extended play, Big Boy, topped the charts in Italy and was certified gold by the Federation of the Italian Music Industry.

In 2017, Sylvestre competed in the 67th Sanremo Music Festival and performed "Con te", a song co-written by Giorgia, which was included in his self-titled debut album.

[3] In May 2016, Sylvestre released his debut extended play, Big Boy, composed of four new songs and four cover versions of international hits.

[10] In February 2017, Sylvestre competed in the Big Artists section of the 67th Sanremo Music Festival, performing the song "Con te", co-written by Italian singer-songwriter Giorgia.