Continuity mistake: Vito is imprisoned in May of '45. He is in prison 17 days when he receives news of his mother's death. The letter is postmarked Jan 25th.
Other mistake: During chapter 4, when chasing down the fat mob dude, you step in an elevator. Joe then takes a sip of a whisky bottle, however the bottle is capped.
Question: Why was it important for Vito to get the food stamps to gas stations before midnight?
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Answer: In the game, Vito steals gas stamps (not food stamps). However, after the robbery, Henry sees that the gas stamps expire at midnight, so they would have no value the next day. (Gas stamps were used to ration how much gas someone could buy, without a stamp, you couldn't get gas, even if you had money).
Bishop73