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Yes He did! Back when they would use Mason Jars, i believe it was called, to keep it secret from other gangs and outlaws. This was done during night of course so it was even more of a secret. These mason jars were buried under ground anywhere from 5 to 10 feet depending on the amount of money/importance inside. So how did members of his gang find these mason jars so transfer was successful? Memebers such as Jesse James would leave cluse on where it was hidden. Clues such as engravings in rocks and such. Once the other gang memeber uncovered this jar, the process is complete. Remeber that this process was done over a couple nights time and not during the same day or night.

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Q: Did Jesse James ever hide his money?
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