Prior to his return to New York from his last film assignment, in London, in January 2008, while he was apparently suffering from some kind of respiratory illness, he reportedly complained to his co-star from The Imaginarium of Doctor Parnassus, Christopher Plummer, that he was continuing to have difficulty sleeping and taking pills to help with that problem: "Confirming earlier reports that Ledger hadn't been feeling well on set, Plummer says, 'we all caught colds because we were shooting outside on horrible, damp nights. But Heath's went on and I don't think he dealt with it immediately with the antibiotics.... I think what he did have was the walking pneumonia.' [...] On top of that, 'He was saying all the time, 'dammit, I can't sleep'... and he was taking all these pills to help him.'"
On 27 September 2008, Ledger's father Kim stated that "the family has agreed to leave the US$16.3 million fortune to Matilda," adding: "There is no claim. Our family has gifted everything to Matilda." In October 2008, Forbes estimated Ledger's annual earnings from October 2007 through October 2008 – including his posthumous share of The Dark Knight's gross income of "US$1 billion in box office revenue worldwide" – as "US$20 million".
"Some people find their shtick," Ledger reflected on the categorisation of style. "I never figured out who 'Heath Ledger' is on film: 'This is what you expect when you hire me, and it will be recognisable'... People always feel compelled to sum you up, to presume that they have you and can describe you. That's fine. But there are so many stories inside of me and a lot I want to achieve outside of one flat note."