The gunman's grandfather appeared to be a hard worker.
"His father what we have found was a traveling salesman worked for several different companies one being out of Milwaukee when they were still living here in Sheboygan," Gross said.
The shooter's grandmother was from a prominent local family.
"His mother came from a family of Henderson was her maiden name and they were a fairly well-known maritime industry family here in Sheboygan. Her father and we believe some of her siblings were ship captains on the Great Lakes in the early part of the 20th century," Gross said.
The historical society found records showing the family moved to Superior and then Chicago where the gunman's father started getting in trouble.
"His life of crime started relatively early, looks to be in the middle late 1940's he was already getting into some trouble. Throughout the 1950's he was in and out of the Illinois state penitentiary for numerous different types of crimes," Gross said.