Factual error: When Charlie suggests "bleeding the brakes" on the train, or letting the air out so the train couldn't be tripped or stopped, that would have the opposite effect. Letting the air out of the brakes on a subway train applies the brakes. The air pressure keeps the brakes off. Eliminating that pressure would cause them to instantly clamp down. It's one of several safety redundancies. (01:24:10)
Factual error: After John and Charlie jump off the money train, it reverses and derails onto its side, and rolls for some distance in the tunnel, knocking down all support columns in its path. Those columns are not as flimsy as the film suggests, and would actually have sliced the train and/or cause it to buckle, as had happened with a similarly derailed train near the 14th Street-Union Square station in 1991.