The Winter Hill gang was home to many of Boston's more infamous criminals, and serial killers, including the Flemmi brothers: Jimmy "The Bear" and his brother Stevie "The Rifleman", Howie Winter, "Cadillac" Frank Salemme, and Johnny Martorano. The FBI had a personal interest in all of these men and used them as informants and hitmen in their wars against the mafia and the McLaughlin gang.

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