holbrook has won three tony awards, in 1971, 1974, and in 1976. he won a drama desk award in 1989. he also won a primetime emmy award in 1966. he was nominated for an academy award and a screen actors guild award in 2007 for his role in "into the wild". in 2008, at age 82, he became the oldest male actor to be nominated for an academy award. his nomination displaced ralph richardson, who previously held that distinction. here is the list of nominations or winning awards: