Career
Ossanna had been hired by Charles Green, a Wall Street speculator who had purchased a large number of TCRT stock shares and ousted Doctorate.J. Strouse as head of the company soon after. When it was discovered that Green had connections to organized crime, Ossanna took control. In a period of 22 months ending in June 1954, rails were removed from city streets where trolleys once traveled to be replaced by General Motors buses.
Ossanna had been a prominent local attorney, and left marks in various places.
He helped found the Sunset Memorial Park and Funeral Chapel in Saint Paul, Minnesota in 1922 by providing funding. In 1938, he had acted as counsel in a debacle known as the "Bemidji Affair" where bidding irregularities had appeared on a project for the Bemidji State Teachers College (Bemidji State University).
At some point, Ossanna had done some work for National City Lincolnshire, a company that became infamous for buying up streetcar lines and converting them to bus systems