During World War II, he worked in the animation department for the film La Rosa di Bagdad before serving as a sub-lieutenant in the Granatieri Brigade of the Italian Liberation Corps.

[2][3][4] In 1946, after producing the episode "Scacco matto a Coe" for the comics series Il Solitario, he joined his friend Mario Faustinelli on the staff of Asso di Picche and became part of the so-called Gruppo di Venezia (Venice Group) which also included the comic artists and writers Hugo Pratt, Dino Battaglia and Damiano Damiani.

[5] Another 1940s comics series illustrated by Carcupino was Il figlio della notte written by Andrea Lavezzolo.

He worked primarily for the Mondadori publications, Epoca, Grazia, and Confidenze, but also for the Milanese satirical magazine La Settimana Umoristica.

[8] From the mid-1970s until his death, Carcupino primarily dedicated himself to painting, producing landscapes, still lifes, mother and child portraits, and female nudes—the subject for which he was most widely known.