Ross began his career as an actor while still a student at Greenwich High School. His first major role was in the film, ATL, released in March 2006, in which he co-starred with rappers T.I. and Big Boi. Ross has appeared in several other films, including the thriller Line watch with Cuba Gooding, Jr. (2008), the drama Gardens of the Night (2008), and the crime drama film Life Is Hot in Cracktown (2009).
He then starred as Julie, the love interest of Hilary Duff’s character, in the 2009 comedy-drama film According to Greta. Ross has also appeared in The Notorious B.I.G. music video for the song “Nasty Girl” (2005), and the Lionel Richie music video for the song “Just Go” (2009).
Ross joined the cast of The CW’s teen drama series 90210 in its third season, in 2010, portraying Liam Court’s (Matt Lanter) half-brother and the love interest to Annie Wilson, played by Shenae Grimes. He appeared that same year, in Case 219, and the critically acclaimed film festival winner Mooz-lum, also starring Danny Glover and Nia Long.
He starred in the comedy-drama The Family Tree (2011) and co-starred alongside Brittany Snow in the thriller 96 Minutes, which was released April 28, 2012, in select theaters. Ross won the Breakout Acting Award at SXSW for his performance in the film. In 2012, Ross had a supporting role in the Jay and Mark Duplass-directed comedy-drama Jeff, Who Lives at Home.
In 2007, Ross began recording his debut album. After four years in the studio, Ross released his single “Yes Me” on February 25, 2011. Ross released a sneak preview of another song, “How To Live Alone”, on his Instagram on December 5, 2014. On May 14, 2015, Ross released the song as a single, featuring rapper T.I.
