He's been in a popular western that I can't place. He looks a little like Val Kilmer in Tombstone, in fact he may have even played Doc Holiday in another film.

He played a film director in a film I can't think of. In the movie he has an epic meltdown, his film is taken away from him and when it is he starts crying like a baby.

I remember him more from 90's films, he has brown hair, sometimes a small moustache and facial hair and he has a low gravelly voice. Anyone have any idea?

Johnny Depp?

Jeff Kober?

Dennis Quaid?

William Hickey?

Richard Widmark?

Yaphet Kotto

You might want to check what's in the drink that Mr. Cosby gave you.

Actors who have portrayed Holliday include:

Cesar Romero in Frontier Marshal, 1939, plays Doc Halliday (spelled with an A), a surgeon from Chicago, not a dentist from Georgia.
Walter Huston was an extremely older Holliday in The Outlaw, in 1943, with no real attempt at verisimilitude. Despite its reputation for introducing Jane Russell to films, the Howard Hughes film was very cheaply made.
Victor Mature in My Darling Clementine, in 1946, directed by John Ford, with Henry Fonda as Wyatt Earp.
Harry Bartell in the 13th episode of the CBS radio program "Gunsmoke," which aired on July 19, 1952.
Kim Spalding in the syndicated television series Stories of the Century (1954), starring and hosted by Jim Davis.
Kirk Douglas in Gunfight at the O.K. Corral, in 1957, with Burt Lancaster as Earp. Again, Holliday's feud with Ringo is a large part of the story, and Ringo dies at the corral. In fact, he was not involved and is believed to have committed suicide.
Douglas Fowley in The Life and Legend of Wyatt Earp television series (1955–1961) with Hugh O'Brian as Earp.
Myron Healey played a younger Holliday in ten other episodes, a masterful characterization demonstrating the same sophistication and gravitas as Fowley without neglecting a notable tongue-in-cheek wittiness.
Arthur Kennedy played Holliday opposite James Stewart as Earp in director John Ford's Cheyenne Autumn.
Adam West played Holliday on episodes of three different ABC television series, Colt .45, Lawman, and Sugarfoot.
Gerald Mohr and Peter Breck each played Holliday in the 1957 ABC/WB series Maverick. Mohr's Holliday (who appeared twice in season 1) was a dark, brooding character, while Breck's Holliday was a semi-regular towards the end of the series run, and was played as a more free-wheeling gambler and operator.
Christopher Dark played Holliday in an 1963 episode of the NBC series Bonanza.
Anthony Jacobs in the 1966 Doctor Who story The Gunfighters.
Jason Robards in Hour of the Gun, a 1967 sequel to the 1957 movie, with James Garner as Earp. This is the first movie to fully delve into the vendetta that followed the gunfight; both films were directed by John Sturges.
Jack Kelly played Holliday in a 1967 episode of The High Chaparral.
Sam Gilman in the 1968 Star Trek episode "Spectre of the Gun." Gilman, who utters the line 'That joke is all around town already, McLowery. But my name is still Holliday. Doc Holliday' was 53 years old at the time he played this role. The real Holliday was 30 years old at the time of the Gunfight at the O.K. Corral.
Stacy Keach in Doc in 1971, in which the Tombstone events are told from his perspective.
Bill Fletcher in two episodes of the TV series Alias Smith and Jones: "Which Way to the OK Corral?" in 1971 and "The Ten Days That Shook Kid Curry" in 1972.
Dennis Hopper in Wild Times, a 1980 television miniseries based on Brian Garfield's novel.
John McLiam portrayed an elderly version of Holliday in the pilot episode of the short-lived 1981 television series Bret Maverick.
Jeffrey DeMunn played Holliday in the 1983 made-for-television movie I Married Wyatt Earp.
Willie Nelson in the 1986 all-singer/actor TV-remake of Stagecoach.
Val Kilmer in Tombstone in 1993. Sylvia D. Lynch in Aristocracy's Outlaw believes Kilmer caught Holliday's cheerful mix of despair and courage, but his last fight with Ringo is disputed.
Dennis Quaid in Wyatt Earp in 1994, a detailed bio-pic of Wyatt Earp's life wherein Quaid plays an often drunk Holliday with a relationship with Big Nose Kate.
Randy Quaid in Purgatory, a 1999 TV film about dead outlaws in a town between Heaven and Hell.

Could it be John Lund? He had done some western but never portrayed Doc Holliday. He does look a little like Kilmer.

Did you bang him?

Banged him until he went cross-eyed.

He's cock-eyed, you son of a bitch.

I like Kotto. An underappreciated actor.

Cary Elwes?

That's who he was playing in Superman III!

This is probably a stupid suggestion, but maybe Kiefer Sutherland? He was in the two Young Guns movies (playing a character named Doc) and The Cowboy Way, and he does have kind of a gravely voice.

I have no idea on the director role though.

So after some more hunting I finally figured it out. He never played Doc Holiday. And really wasn't in a ton of westerns, but did make a number of period piece movies in the 90's which is where the western confusion came.

Its Michael Wincott:






The director he played was in "What Just Happened?"

He was in a bunch of high profile movies in the 80's/90's like
Born On The Fourth of July
The Doors
Robin Hood: Prince of Thieves
The Crow
Dead Man
Strange Days
Basquiat
Alien: Resurrection

The whole thing came about because I was trying to place a voice over in the Knight Of Cups trailer, I was like the voice sounds a lot like THAT guy. But I could only remember his face and voice, not the movies he was in. It was him in the Knight of Cups trailer too. I knew I recognized him.

Anyways thanks for the help guys.

Oh, that guy! I had just looked him up a few days ago because I watched 1492 before it was taken away from Netflix.

I always liked Michael Wincott...wish he would work more.

Wow, I've seen all those movies--except for "What Just Happened"--but the only one I remember him in is ROBIN HOOD.

He look more like James Franco than Val Kilmer in that pic.