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The year is 1969 when they steal the first aircraft (single engine Cessna), and there is a 757 taking off in the background. The 757 first flew on 02-19-82.
When George is sharing a cell in prison with Diego, George is seen reading a paperback while reclining on his top bunk. The book is "Hells Angels" written by Hunter S. Thompson, the author whom Depp previously portrayed in the movie Fear and Loathing in Las Vegas (1998).