Bill specialized in juveniles and young leads. In the mid-1960s he made two appearances in the BBC's Play of the Month anthology series, he took the lead in Lee Oswald Assassin and played Biff to Rod Steiger's Willy Loman in Death of a Salesman (both 1966).
Tony Bill married Toni Gray in December 1962. They had a son, Peter Bill, born 1964 and a daughter, Francesca. Currently, he is married to his second wife, the former Helen Buck Bartlett, his producer/partner in Barnstorm Films in Venice. The couple has two daughters, Madeline and Daphne.
Bill continued to act in television movies, miniseries, and guest spots though with decreasing frequency as he segued into directing. In 1965 Bill guest starred in "An Echo of Bugles," the opening episode of Rod Serling's Western series The Loner, playing a hot-headed young bully who taunts a Confederate veteran and challenges series star Lloyd Bridges to a duel. He appeared in the 1966 episode "Chaff in the Wind" of the long running western The Virginian. He was then cast in 1967 episode "The Predators" of NBC's western series The Road West starring Barry Sullivan. He also starred in a 1968 episode of The Man from U.N.C.L.E. titled "The Seven Wonders of the World Affair, Parts 1 and 2." He was also featured on an ABC movie called Haunts of the Very Rich (1972), and appeared in the 1977 miniseries Washington: Behind Closed Doors.
In 1980, Bill directed his first film, My Bodyguard. From there he went on to direct Six Weeks (1982), Five Corners (1987), Crazy People (1990), A Home of Our Own (1993), Untamed Heart (1993), Flyboys (2006) which Bill claims was one of the first features shot entirely with digital cameras. For television, Bill directed Truman Capote's One Christmas (1994), Harlan County War (2000), and Pictures of Hollis Woods (2007), among others.
From 1984–2000, he co-owned with Dudley Moore the celebrated 72 Market Street Oyster Bar and Grill, a restaurant in Venice, California.
In 2009, Bill published the book Movie Speak: How to Talk Like You Belong on a Film Set. The book traces the etymology of the language of the movie set and is filled out with stories from Bill's career in film.
