Heath Ledger started a record company with singer Ben Harper. His first step in the music business was directing Harper's music video for "Morning Yearning". In 2006, Ledger directed three music videos: "Cause an Effect" and "Seduction Is Evil (She's Hot)" for Australian hip-hop artist N'fa, as well as "Morning Yearning" for Ben Harper.
In 2007, Heath Ledger spoke at a news conference at the Venice Film Festival about his desire to direct a music video set to the music of Nick Drake, even though he also said at the conference that such hopes had faded away. It was found out after Ledger's death that he had, in his final days, created a music video for Nick Drake's 1974 song "Black Eyed Dog", one of the last songs recorded by Drake before his own suicide. The black-and-white video, which has not been released to the public, shows the camera being turned on Ledger, who, at the end of the video, drowns in a bathtub.
Heath Ledger had a turbulent relationship with paparazzi photographers. It is alleged that he spat at and assaulted a photographer in Sydney in 2004, while a relative also is alleged to have spat on a photographer in 2005. Ledger strongly denied the accusation. On January 13, 2006, several photographers retaliated, squirting Ledger with water pistols as he walked the red carpet for the Sydney premiere of Brokeback Mountain.