That is the problem. Once the punk starts shooting and people start grabbing at the gun and arms bullets fly in all directions.
Cermack was whacked because of a local dispute between his allies in organized crime and the Capone gang although there really much real information out about this.
Since FDR was sure to repeal Prohibition I don’t see how the Mob could want him to be elected.
I’m primarily interested in who whacked Huey Long. That I think was FDR and Mob. First, because he was an outspoken critic well to the left of FDR. The Mob wanted him gone because long before prohibition there was corrupt local machines, from which the likes of Huey Long sprung. Only he was riding roughshod over the system, dipping his hands in the till with no attempt to disguise it, and disrespecting other members of the machine. So he was viewed as a liability. Truman was connected to the Kansas City machine, but he limited his involvement to giving patronage jobs to friends of Pendergast, and otherwise remained squeaky clean. So he was considered an asset to the machine. About Cermack, I have no opinion. Chicago had a lot of competing mobs, not just the Sicilian five families. Cermack sounds Czech, I’d guess. Don’t know where he fit in.