They are not necessarily homeless. I have been searching a Alex/Alexander Weber. He is in the 1910 census twice! He is one of the "Seward Street Strollers" and is also listed with his wife Mary living on 52 Sherrif Street. I have tried over the years to find any reference to the Strollers to no avail. He clearly wasn't homeless but he had no occupation and he died a year later so perhaps he have just "hung out" with others in the Park.
