Timothy O'Bryan

popular name: James McLean

date_of_death: October 31, 1965

age: 35

cause_of_death: Gunshot wounds

claim_to_fame: Crime and their Victims

best_know_for: James "Buddy" McLean was a feared and respected Irish-American mobster from Somerville, Massachusetts, best known as the original leader of the Winter Hill Gang. Born in 1930, McLean rose through the ranks of Boston's underworld in the 1950s and early 1960s, earning a reputation as a tough street fighter and savvy criminal strategist. Under his leadership, the Winter Hill Gang became a dominant force in Boston’s organized crime scene, engaging in activities like bookmaking, loan sharking, and extortion. His criminal career reached a turning point when he became involved in a deadly turf war with the rival McLaughlin Brothers gang from Charlestown, igniting the Irish Gang War—a brutal series of killings that gripped Boston’s underworld. On October 30, 1965, McLean was gunned down outside a Somerville bar by a McLaughlin associate, Stevie Hughes, marking a pivotal moment in the gang war. His death further escalated the violence, but it also solidified his status as a legendary figure in Boston mob history. After his murder, Howie Winter took over the Winter Hill Gang, continuing the legacy McLean had started. His funeral attracted over 4,000 mourners and James McLean's final resting place can be found at Holy Cross Cemetery in Malden, Massachusetts.

popular name: Frank Dolezal

date_of_death: August 24, 1939

age: 51

cause_of_death: Hanging; murdered by police while in custody

claim_to_fame: Crime and their Victims

best_know_for: A Cleveland, Ohio resident who was suspected and awaiting trial as the Cleveland Torso Serial Killer when he was murdered in prison. His name was cleared almost 70 years after his death.

popular name: Allan Pinkerton

date_of_death: July 1, 1884

age: 64

cause_of_death: Gangrene (disputed)

claim_to_fame: Crime and their Victims

best_know_for: Allan Pinkerton was a Scottish cooper, abolitionist, detective, and spy, best known for creating the Pinkerton National Detective Agency during his time in the United States. When the Civil War began, Pinkerton served as head of the Union Intelligence Service during the first two years, heading off an alleged assassination plot in Baltimore, Maryland while guarding Abraham Lincoln on his way to Washington, D.C. as well as identifying troop numbers in military campaigns. His agents often worked undercover as Confederate soldiers and sympathizers to gather military intelligence. Pinkerton himself served on several undercover missions as a Confederate soldier using the alias Major E.J. Allen. Following Pinkerton's service with the Union Army, he continued his pursuit of train robbers, including the Reno Gang. He was hired by the railroad express companies to track outlaw Jesse James, but after Pinkerton failed to capture him, the railroad withdrew their financial support and Pinkerton continued to track James at his own expense.