In addition to being hired as a second unit director for the 2003 and 2004 “Image Campaigns” for the former WB Network, Divide Pictures (the production company he co-owns and operates with best friend Russ Cundiff), Ventimiglia is now producing and developing a mini web-series called It’s a Mall World as part of a marketing campaign for American Eagle Outfitters.[15] The webisodes are due to start airing on American Eagle’s official, during episodes of the new season of MTV’s The Real World, and in American Eagle stores nationwide on August 2. According to American Eagle’s website, Ventimiglia will be directing the series, while his friend Cundiff will be producing it.

In 2005, Divide Pictures created the DSC, or Divide Social Club, an online and global social network for like-minded people[16] co-founded by Ventimiglia with his best friends Cundiff and Dino DeMilio, a radio producer for “The Tom Leykis Show”. In addition to t-shirt production, Divide Social Club also produces “internet content” in the form of videos that have appeared on YouTube.

Ventimiglia, Russ 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 Barret, a white-collar New Yorker whose life changes when he becomes addicted to a drug that prevents him from falling asleep. Divide also has a comic book called Berserker written by Rick Loverd.

Ventimiglia will co-produce and appear in “Ultradome,” a web series which will debate the comparative merits of science fiction characters. The project is a collaboration between Agility Studios and Ventimiglia’s DiVide Pictures. In the first episode, Ventimiglia will argue in favor of Lord of the Rings’ superiority over Star Wars