In addition to being hired as a second unit director for the 2003 and 2004 "Image Campaigns" for the former The WB Network, Divide Pictures (the production company Ventimiglia co-owns and operates with best friend Russ Cundiff) according to USA Today, 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. The "webisodes" are due to start airing on American Eagle's official website, during episodes of the new season of MTV's The Real World, and in American Eagle stores nationwide on August 2nd. 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 individuals 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,