The settlement of Itamar has witnessed several murderous terror attacks. In May 2002, a terrorist infiltrated the settlement through its surrounding fence. When he reached the basketball court of Itamar's yeshiva high school, he shot and killed 14-year-old Gilad Stieglitz and wounded another teen. The terrorist then proceeded to the yeshiva buildings, where he killed two more teens, Netanel Riachi and Avraham Siton. He continued firing toward the yeshiva buildings until one of the yeshiva's counselors ran toward him and shot him to death.
Less than a month later, in June 2002, a terrorist entered the settlement again. Armed with an assault rifle and grenades, he barricaded himself in the home of the Shabo family, where he shot and killed the mother of the family, Rachel Shabo, and three of her seven children - 15-year-old Neria, 12-year-old Zvi, and 5-year-old Avishai. The terrorist also killed the community's security coordinator, Yosef Twito, when he arrived at the Shabo home hoping to rescue the family.
In July 2002, a Palestinian armed with two knives broke into the home of David and Orna Mimran and stabbed them. They fought back; David Mimran was moderately wounded and his wife was slightly wounded. An army officer shot and killed the terrorist.
As in the other cases, in the July 2002 incident, the terrorist was able to access the settlement through the surrounding fence. A soldier was convicted of dereliction of duty while on guard, which the Israel Defense Forces said had made it possible for the terrorist to infiltrate the settlement. The soldier was sentenced to two months in prison.
In August 2004, Shlomo Miller, who had replaced Twito as security coordinator of Itamar, was shot and killed by a Palestinian terrorist.
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