Ledger had aspirations to become a film director and had made some music videos with his production company The Masses, which director Todd Haynes praised highly in his tribute to Ledger upon accepting the ISP Robert Altman Award, which Ledger posthumously shared, on 23 February 2008.
In 2006, Ledger directed music videos for the title track on Australian hip hop artist N'fa's CD debut solo album Cause An Effect and for the single "Seduction Is Evil (She's Hot)".
Later that year, Ledger inaugurated a new record label, The Masses Music, with singer Ben Harper and also directed a music video for Harper's song "Morning Yearning".

At a news conference at the 2007 Venice Film Festival, Ledger spoke of his desire to make a documentary film about the British singer-songwriter Nick Drake, who died in 1974, at the age of 26, from an overdose of an antidepressant.
Ledger created and acted in a music video set to Drake's recording of the singer's 1974 song about depression "Black Eyed Dog" – a title "inspired by Winston Churchill's descriptive term for depression" (black dog); it was shown publicly only twice, first at the Bumbershoot Festival, in Seattle, held from 1 to 3 September 2007; and secondly as part of "A Place To Be: A Celebration of Nick Drake", with its screening of Their Place: Reflections On Nick Drake, "a series of short filmed homages to Nick Drake" (including Ledger's), sponsored by American Cinematheque, at the Grauman's Egyptian Theatre, in Hollywood, on 5 October 2007.
After Ledger's death, his music video for "Black Eyed Dog" was shown on the Internet and excerpted in news clips distributed via YouTube.

He was working with Scottish screenwriter and producer Allan Scott on an adaptation of the 1983 novel The Queen's Gambit by Walter Tevis, which would have been his first feature film as a director.
He also intended to act in the film, with Canadian actress Ellen Page proposed in the lead role.
Ledger's final directorial work, in which he shot two music videos before his death, premiered in 2009.
The music videos, completed for Modest Mouse and Grace Woodroofe, include an animated feature for Modest Mouse's song, "King Rat", and the Woodroofe video for her cover of David Bowie's "Quicksand".
The "King Rat" video premiered on 4 August 2009.
Ledger had aspirations to become a film director and had made some music videos with his production company The Masses, which director Todd Haynes praised highly in his tribute to Ledger upon accepting the ISP Robert Altman Award, which Ledger posthumously shared, on 23 February 2008. In 2006, Ledger directed music videos for the title track on Australian hip hop artist N'fa's CD debut solo album Cause An Effect and for the single "Seduction Is Evil (She's Hot)". Later that year, Ledger inaugurated a new record label, The Masses Music, with singer Ben Harper and also directed a music video for Harper's song "Morning Yearning".
At a news conference at the 2007 Venice Film Festival, Ledger spoke of his desire to make a documentary film about the British singer-songwriter Nick Drake, who died in 1974, at the age of 26, from an overdose of an antidepressant. Ledger created and acted in a music video set to Drake's recording of the singer's 1974 song about depression "Black Eyed Dog" – a title "inspired by Winston Churchill's descriptive term for depression" (black dog); it was shown publicly only twice, first at the Bumbershoot Festival, in Seattle, held from 1 to 3 September 2007; and secondly as part of "A Place To Be: A Celebration of Nick Drake", with its screening of Their Place: Reflections On Nick Drake, "a series of short filmed homages to Nick Drake" (including Ledger's), sponsored by American Cinematheque, at the Grauman's Egyptian Theatre, in Hollywood, on 5 October 2007. After Ledger's death, his music video for "Black Eyed Dog" was shown on the Internet and excerpted in news clips distributed via YouTube.
He was working with Scottish screenwriter and producer Allan Scott on an adaptation of the 1983 novel The Queen's Gambit by Walter Tevis, which would have been his first feature film as a director. He also intended to act in the film, with Canadian actress Ellen Page proposed in the lead role. Ledger's final directorial work, in which he shot two music videos before his death, premiered in 2009. The music videos, completed for Modest Mouse and Grace Woodroofe, include an animated feature for Modest Mouse's song, "King Rat", and the Woodroofe video for her cover of David Bowie's "Quicksand". The "King Rat" video premiered on 4 August 2009.
Heath Ledger