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He participated at the Sanremo Music Festival 2020 with the song "Il confronto".

After nearly four years of silence, on November 12, 1998, the Scimmie ("Monkeys") album was released by Ma label, founded by himself, Mario Manzani and Marco Poggione. This new album was a major turning point in production, on which he presented himself to the public with a new look: white hair and beard. But the greatest change was the separation from Bigazzi, Marco's old teacher, who had marked the beginning of his musical career. The disc is a harder rock and the lyrics are generally less sentimental but more airtight. With Scimmie, Marco said he wanted to recover the music from the 1970s that he loved and was back in fashion: the views of the critics were strangely positive, but not public opinion, which decreed the album's commercial failure.

In 1997, fellow singer-songwriter Enrico Ruggeri called him to sing La Gente di Cuore, included in the Ruggeri's album Domani è un altro giorno.

In 1996 he published L'Amore Sia Con Te, a compilation of his greatest hits, with the new song that gave title to the album and Meglio Solo, an old song, released originally as the B-side of the single Disperato. This collection was also released in Spanish speaking countries as Mi amor allí estará, presenting a slightly different tracklist. During the summer, the tour called L'amore Sia Con Te occurred.

In 1995 (January), the fourth album was released, Il Cielo della Vergine in Italy, Switzerland, Belgium, the Netherlands, Germany and the Spanish version (El Cielo de Virgo) in Spain and Latin America. For this album he was criticized again, this time because of two songs Bella Stronza ("Beautiful Bitch") and Principessa ("Princess"), both very direct and explicit.

In 1993 the album T'innamorerai was released. The record created the basis for the international success of Masini. The song that introduces the LP, Vaffanculo (figuratively fuck off), generated controversies and was banned by most radio and television networks. In an interview for the newspaper Corriere della Sera, Masini claimed that the v-word was dedicated to "the liars and who call me 'prophet of the depression'" and the song contained also some harsh verses directed to the record labels and their policies.

After winning third place, now among the main competitors, in the 1991 edition of Sanremo Festival with Perché lo fai (a controversial song about an addicted young woman), Masini, now an emerging star, released his second album, Malinconoia (a composite word coined by the artist indicating a mixture of melancholy and boredom, in Italian malinconia and noia), that became a big hit in the Italian charts, despite the somber mood of most of the record. The Malinconoia music video, taped during a concert at Palaeur in Rome, won first prize in the category "Best live video" during the 1991 edition of Riminicinema festival. The title track was presented during the popular summer music competition Festivalbar in the long playing records category, and was awarded first prize.

In his early years of his career he met the record producer Giancarlo Bigazzi who introduced the young musician to the music business, as a collaborator with artists like Raf and Umberto Tozzi. Eventually, in 1990 he participated in the 40th edition of popular Sanremo Festival with one of his signature songs, Disperato, and won first prize as new artist of the year.

For a time, Masini worked with his father as a representative. In 1980 the family opened a bar in Florence. Sadly, the fights between Marco and his father increased, causing his mother worry and heartache. A few years later, her husband was forced to sell the bar after she was found to have cancer. Marco left to serve in the army (military aircraft in Florence), and only one day after his return on August 22, 1984, his mother died, to the deep sadness of Marco, who always regretted the fact that he could not be close to her in her last moments.

Marco Masini (born September 18, 1964 in Florence), is an Italian singer-songwriter and musician.

Marco Masini was born in the city of Florence, in the region of Tuscany, on September 18, 1964. His mother, Anna Maria, sang and played piano, and was an elementary school teacher before she quit the profession to have a life at home with the family. His father, Giancarlo, worked as a representative of hair products.