Raynald of Chatillon

Raynald of Chatillon was captured by Nur ad-Din Zengi during a raid in the Beqaa Valley. He was imprisoned in Aleppo for 16 years, during which time his lands were confiscated and his family struggled.

Raynald was released from prison after a ransom was paid, possibly by the Knights Hospitaller. He returned to the Kingdom of Jerusalem and was granted the lordship of Oultrejordain through marriage to Stephanie of Milly.

Raynald built a fleet of ships and launched a raid on the Red Sea, attacking Muslim ports and threatening the holy cities of Mecca and Medina. This act provoked outrage in the Islamic world and was a major factor in Saladin's call for jihad.

Raynald attacked a large Muslim caravan traveling from Cairo to Damascus, violating a truce between Saladin and the Kingdom of Jerusalem. He refused to compensate the merchants, leading Saladin to declare war and invade the kingdom.

After the Battle of Hattin, Saladin personally executed Raynald of Chatillon for his raids and violations of truces. This act was a major propaganda victory for Saladin and symbolized the end of crusader dominance in the region.