Born in Milan, Maiocchi started his career as guitarist and singer in a number of local bands.

[1] He made his professional debut in 1964, with the single "La tua vera personalità", and in 1965 he entered the group I Camaleonti as lead singer.

[1][2] The same year, he got an immediate success with the song "Uno in più", written by Mogol and Lucio Battisti, which ranked second on the Italian hit parade.

[1][3] After a third and less successful song by Mogol-Battisti, "Prendi fra le mani la testa", Maiocchi recorded a cover version of the 1940s classic "Ma l'amore no", an attempt to turn himself into a more traditional crooner, but the single failed to chart.

[1] After basically stopping his activities in the mid-1970s, Maiocchi partially relaunched his career in the late 1980s and early 1990s thanks to his appearances on several TV programs.