5. As of now, Jack “Legs” Diamond’s legacy lives on through historical accounts and depictions in popular culture. While his exact net worth is difficult to estimate due to the nature of his criminal activities, it is believed that during his criminal career, Diamond accumulated a substantial fortune through various illegal ventures. The value of his empire and assets at the height of his power could have put his net worth in the range of several million dollars, making him a wealthy and influential figure in the criminal underworld of the Prohibition era.