Herbie shows Nick a book he stole in prison marked "Property of the State Penitentiary - Ossining, New York". However, the prison shown at the beginning of the film is the Federal Penitentiary at Atlanta, Georgia. However, later in the film Herbie explains he was the librarian at TWO prisons.
After the row of cars back up to let Corbett in the front car the cars collide but when they move on the are clearly apart.
The view from Nick's office window, does not match that from a building established as being on Park Avenue in Manhattan, New York City.
Nick tells Herbie the $10,000 given to him five years previously is due back at 100% interest per year, in the amount of $160,000. Actually $10,000 at 100% interest compounded annually for five years would equate to $320,000.