- Sam Battaglia was a high ranking member of The Outfit
- Sammy Battaglia in 1958 at the Senate Rackets Committee

- Milwaukee Phil in July, 1969
- Louis Fratto in 1954
- Cherry Nose Gioe killed in 1954 by Joseph Glimco's crew
- John Roselli with wife June Lang
- Anthony Spilotro in April, 1986
- The Ant Spilotro with a member of the Teamsters
- The funeral for Spilotro, his mother Antoinette can be seen going into a car
- Murray Humphreys an associate of The Outfit seen in 1965
- Jake Guzik a legal advisor in the Chicago Outfit
- Jake Guzik seen in 1951
- George "Bugs" Moran Appearing in Court
- Bugs Moran seen in 1939 with Lawyers
- Moran in April, 1938 with Lawyer George Bieber
- Dion O'Banion, Founder and leader of The North Side Gang
- Second boss of The North Side Gang, Hymie Weiss
- Gusenberg brothers who were victim's of the St. Valentine's Day Massacre
- Jack Guzik in 1946