Born into a family of Italian immigrants who arrived in Canada in 1968, Cupo is the youngest of three children.
He also starred in the films, directed by Renzo Martinelli, Carnera - The Walking Mountain, Barbarossa, and September Eleven 1683.
Cupo has starred in Hallmark Channel original movies such as Love at the Thanksgiving Day Parade, Hats Off to Christmas!, For Better or for Worse, and In My Dreams.
In 2017, Cupo played the character of John in the Lifetime remake Beaches with actresses Idina Menzel and Nia Long.
[2] On April 16, 2022, he starred in the Lifetime thriller film Wrath: A Seven Deadly Sins Story.