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January 19, 1935 - Carl Drega

What unfolded in Colebrook on August 19, 1997 was the end point of a grievance that had been building for roughly fifteen years — a sustained, fixating anger directed at government institutions over a property dispute that Drega apparently never let go. His targets that day were not random: two state troopers, a judge, and a newspaper editor each represented, in some way, the authority structures he held responsible. The deliberateness of the target selection, combined with the sustained engagement with law enforcement that followed, distinguishes this case from more impulsive acts of violence.

From Wikipedia

Carl Drega (January 19, 1935 – August 19, 1997) was an American spree killer who killed four people in Colebrook, New Hampshire on August 19, 1997.

Drega had several long-term disputes with town and state government officials over his property in Columbia since the early 1980s. Drega shot and killed two New Hampshire state troopers, a judge and a newspaper editor in Colebrook. He also wounded four law enforcement officers before being shot to death in a gunfight with police in Bloomfield, Vermont.

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