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He also had roles in the horror films Pathology (2008) and Kiss of the Damned (2013).
Ventimiglia later appeared in television as Ian Mitchell on the Crackle original series Chosen as well as Sean Bennigan on The Whispers in 2015.
He currently stars as Jack Pearson on the NBC drama This Is Us.
Ventimiglia made his film debut playing a gay teenager in the anthology film Boys Life 2 (1997) before being cast in the short-lived Fox series Opposite Sex in 2000.
The same year, he was cast as Robert "Rocky Jr." Balboa, the son of Rocky Balboa, in the sixth Rocky installment Rocky Balboa which was released in December 2006.
“It was an experience I needed to fit in with the character,” Milo said.
“I could really see the cold, calculated medical side as well as understand how they desensitize themselves and shut down their emotions. To look someone in the eye when you have a conversation, to shake someone’s hand, to hug your family, to kiss a woman.
As part of the This Is Us cast, he went on to win a Screen Actors Guild Award for Outstanding Performance by an Ensemble in a Drama Series in January 2018.
Ventimiglia was born with a self-described "crooked mouth" that is the result of damaged nerves on the left side, which cause that side to remain immobile, much like actor Sylvester Stallone, with whom he worked in Rocky Balboa.