Since 1986, Insegno has been a member of the comedy quartet Premiata Ditta and he also found success dubbing characters into the Italian language and presenting a variety of television shows across Italy.

[1][2] He began his career in 1981 and then eventually in 1986, he became a member of Premiata Ditta alongside Roberto Ciufoli, Francesca Draghetti and Tiziana Foschi.

[3] Insegno also appeared in the music video for the song Tu stasera non esci by Gemelli Diversi on their second album 4x4.

He also dubbed Viggo Mortensen, Liev Schreiber and Sacha Baron Cohen in some of their movies.

[5] He is well known for voicing Stan Smith in the Italian-Language version of American Dad and he performed the Italian voices of Diego in the Ice Age film series, John Smith in Pocahontas and Pocahontas II: Journey to a New World, Chick Hicks in Cars and Cars 3, The Magic Mirror in the Shrek movies, and he also dubbed several characters in The Simpsons.