During this period, Parrish had many other roles on screen. He has supporting parts in the films "RV" (2006), "Freedom Writers" (2007), and "17 Again" (2009), and "It's Complicated" (2009). In "Freedom Writers", Parrish played Ben Samuels, the only white student in a California high school class. The National Review Online wrote that Parrish had played the role with "unassuming humor". He had a handful of guest role on TV and took part in the 2008 short "Cougar 101 with Hunter Parrish" for funnyordie.com. From 2007 to 2009, he hosted a web talk show with his friends Kyle Sherman and Allison Tyler called "Two Guys and a Girl".