Lived with sometimes co-star, Linda Doucett from 1987-1994. When they broke up, she filed charges against him for sex discrimination and sexual harassment.
He shared an apartment with his fiancée, actress and onetime Playboy model Linda Doucett, from 1987 until 1994; on The Larry Sanders Show, Doucett portrayed Darlene, Hank Kingsley's doting assistant. In 1994, when their relationship ended, Shandling had her dismissed from The Larry Sanders Show. Doucett filed a lawsuit against Shandling and Grey's production company, Brillstein-Grey Entertainment, for sexual harassment and wrongful termination. The case was settled out of court in 1997 for $1 million.