Robert began his career writing the science fiction horror film The Nest (1988), and co-wrote Phantom of the Mall: Eric's Revenge, Under the Boardwalk and Bloodfist (all 1989). Robert continued to write feature films throughout the 1990s, including Clean Slate, Speechless, Cutthroat Island and Red Corner. He directed the comedy film Principal Takes a Holiday in 1998. He co-wrote and directed Angels in the Infield (2000). He co-wrote and produced Vertical Limit.
Robert and Michelle King co-created and co-produced the short-lived drama series In Justice in 2006. They co-created a second, far more successful, legal drama series, The Good Wife, which ran for seven seasons from 2009 to 2016 on CBS. Aside from the pilot episode, they co-wrote the episodes "Stripped", "Unorthodox", "Hi", and twelve other episodes.
Robert and Michelle King also created and produced the comedy thriller drama series BrainDead, which aired on CBS on June 13, 2016, through October 17, 2016 before it was cancelled. The couple then returned to their spin-off as showrunners. More recently, the King Size Productions company signed an overall deal with CBS Studios.