In the following years he mainly focused on live performances and concerts. In 1999 Di Cataldo participated for the third and last time at the Sanremo Festival with the song "Come sei bella", which was followed by the album Dieci. The same year he released his debut album, Siamo nati liberi, which was a commercial success replicated a year later by the album Anime (whose lead single, "Se adesso te ne vai", ranked fourth at the Big Artists competition of the Sanremo Music Festival) and in 1997 by the album Crescendo. In 1995 Di Cataldo entered the competition at the Sanremo Music Festival with the song "Che sarà di me", ranking second in the newcomers section. Massimo Di Cataldo > Anime (1996) > Con Il Cuore Testo Con Il Cuore. The same year he was a finalist in the Castrocaro Music Festival. Born in Rome, after the high school Di Cataldo made several experiences poised between singing and acting, including a 1993 appearance in the Rai 2 TV-series I ragazzi del muretto in which he played a singer. Tracklist with lyrics of the album ANIME 1996 of Massimo Di Cataldo: Michela - Libera L'anima - Con Il Cuore (Amo Te) - Qualunquesia - Se Adesso Te Ne Vai.
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