Ross is a multiple award-winning actor best known for his recurring role as Liberty High math teacher Mr. Wood in three seasons of the hit Netflix series 13 Reasons Why.

He won 3 best actor awards for his starring role in sci-fi short "The Bumbry Encounter," 7 best supporting actor awards for supernatural western short "Ghost in the Gun," and an additional best acting ensemble award for "Ghost in the Gun" that he shares with "Star Trek: Voyager" star Tim Russ. In 2007, after 20 years in theater and stand-up comedy, Ross made an unexpected leap to film when Grateful Dead concert film director Len Dell'Amico noticed him performing in a comedy showcase with the late Robin Williams. The result was a starring role in Dell'Amico's indie feature "Welcome to Dopeland" (2010).