Youngest member of "Saturday Night Live" (1975) ever, in 1985 when he was 17. Was only on SNL for one season because he had to go to rehab.
While not related to musician Daryl Hall, he did play Daryl in a skit on "Saturday Night Live" (1975) with Robert Downey Jr..
Was one of the nine original members of the 1980s "brat pack," along with Judd Nelson, Mare Winningham, Andrew McCarthy, Demi Moore, Rob Lowe, Molly Ringwald, Emilio Estevez, and Ally Sheedy.
Auditioned for the role of Ponyboy in The Outsiders (1983).
Beat out Jim Carrey for the role of Ted in Sixteen Candles (1984).
Brother of Mary Christian, who played his on-screen sister in The Breakfast Club (1985) as well.
Has appeared with actor and friend Robert Downey Jr. in Weird Science (1985), Johnny Be Good (1988), and Hail Caesar (1994) (which he directed himself).
Turned down roles in Pretty in Pink (1986) and Ferris Bueller's Day Off (1986) so he would not be typecast.
He was in negotiations to star as Pvt. Joker in the Stanley Kubrick film Full Metal Jacket (1987), but after eight months of negotiations a deal between Kubrick and Hall fell through.
Began drinking alcohol when he was 13. By the time he was 18, it was taking over his life. In 1990, he quit drinking and has been sober ever since.
His favorite character he ever played was Bill Gates in Pirates of Silicon Valley (1999) (TV). He thought it was fun playing the richest man in the world.
In Freddy Got Fingered (2001), Anthony had trouble driving the sports car his character had. Director Tom Green commented in the DVD of the film that it took several dozen takes to get the two-second shot.
For his role as Whitey Ford in 61* (2001) (TV), rather than learning to pitch left-handed, he wore his Yankee uniform number and logo backward, and pitched right-handed. The image was then flipped.
Was cast in "The Dead Zone" (2002) after executive producer Michael Piller saw his performance in Pirates of Silicon Valley (1999) (TV).
Portrayed Tony Kushner in Kushner's production of "Only We Who Guard the Mystery Shall Be Unhappy," October 2004, in Hollywood, California, starring Mimi Kennedy, Sally Field, and JoBeth Williams.