In 1965, DeStefano was convicted of conspiracy and sentenced to three to five years in prison. On February 22, 1972, DeStefano was sentenced to three and one half years in prison for threatening the life of a witness, mobster turned informant Charles Crimaldi, an accomplice in the Foreman murder. DeStefano had encountered Crimaldi in the elevator of the Chicago Dirksen Federal Building and threatened him. Later in 1972, DeStefano was indicted on federal charges for illegal possession of firearms by a felon.