He spent the first three years in Atlanta Penitentiary and then following a failed escape plot, he was transferred to Alcatraz Federal Penitentiary in November 1959. In 1956 at age 27, Bulger was given a 20-year federal sentence for armed robbery and truck hijacking. ĭid James "Whitey" Bulger really do time in Alcatraz? It is this incident that is referenced in the movie. Connolly would later describe the experience as being "like meeting Ted Williams." Later that same year, Bulger ran off a bully who was trying to pick a fight with Connolly. Bulger, then in his late teens, bought ice cream for Connolly and his friends. The two met in 1948 at an ice cream shop when Connolly was just eight-years-old. James "Whitey" Bulger is roughly eleven years older than John Connolly. Did James "Whitey" Bulger and John Connolly really meet as kids?
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