My favorite character in the book is Izzy Bernstein, the youngest of the brothers who eventually ran the Purple Gang. In the book he's a newsboy who I can see in this character at the left. (And I appreciate that he's holding up an ad for my book!)
My Izzy is a foul-mouthed little tough guy trying to keep up with his older - and tougher - brothers. I have no doubt it was a difficult task. The gang is thought to have been responsible for as many as 500 murders. (That's probably hyperbole, but they were definitely bad dudes.) Izzy, however, was the least criminally-inclined of the Bernsteins and spent much of his life in the "legit" world.