Tony Roberts, the character actor best known for playing Woody Allen’s best friend in Annie Hall, died Feb. 7 at 85.

Born in Manhattan in 1939, Roberts made his Broadway debut in 1962’s Something About a Soldier. He went on to act in Barefoot in the Park and earned a Tony nomination for Best Featured Actor in a Play for How Now, Dow Jones.

Roberts first collaborated with Allen in the 1960s plays Don’t Drink the Water and Play It Again, Sam, earning another Tony nom for the latter and reprising his character in the 1972 film adaptation.

Roberts later reteamed with Allen in Stardust Memories, A Midsummer Night’s Sex Comedy, Hannah and Her Sisters, and Radio Days. His other notable films included the 1973 crime drama Serpico and the 1974 subway thriller The Taking of Pelham One Two Three.

Roberts also appeared in movies like Million Dollar Duck, Amityville 3-D, and Switch, as well as on TV shows like The Love Boat, Matlock, The Carol Burnett Show, and Law & Order.