John,
This would have been my pick for an enforcer, a few years ago.

Harold Nason, in a 1941 picture. Look deep into his eyes and think, if you would want to meet him in a dark alley? Harold once eradicated a member of the Purple Gang in a heist of one of their liquor shipments in Eastern KY. No one knows the total notches on his many guns in a 50 year career, in Southern OH and Northern KY.

There is more about Harold in my Arrowhead INN columns on chequers.com.