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Afterward, he dropped down to a guest star/recurring cast member, and he came back for four episodes in season four and two episodes in season six.In the third and final season of American Dreams, Ventimiglia played Chris Pierce, the rebellious boyfriend of Meg Pryor (Brittany Snow); Pierce and his single mother, Shelly (Daphne Zuniga), a Playboy bunny, move into the house next to the Pryors.From 2002 to 2006, Ventimiglia played brooding teen Jess Mariano on Gilmore Girls; he was introduced in the second season as a leading cast member.He signed on for a spin-off of Gilmore Girls called Windward Circle which was to be focused on the relationship between Jess and his estranged father (played by Rob Estes), but the proposed series never made it to air.Ventimiglia, Cundiff, and Divide Pictures partnered with Top Cow to produce the comic series REST which will be a monthly limited series.The comic is about John Barrett, a white-collar New Yorker whose life changes when he becomes addicted to a drug that prevents him from falling asleep.
The couple managed to keep their relationship a secret for four years.
He starred as Peter Petrelli in the NBC program Heroes, a show about "ordinary" people discovering they have superpowers, and portrayed the character until the series' conclusion in 2010.
Ventimiglia also produced and developed a mini web-series called It's a Mall World as part of a marketing campaign for American Eagle Outfitters in 2007.
In between television work, Ventimiglia had supporting roles in the horror films Cursed (2005), directed by Wes Craven, and Stay Alive (2006), as well as starring roles in the short-film Intelligence and the full-length feature Dirty Deeds (2005).
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.Ventimiglia attended El Modena High School in Orange, California, where he wrestled, acted in drama productions and held the office of president in student government. At eighteen years of age, Ventimiglia studied at the American Conservatory Theater for their summer program.