Raynald was a firm supporter of Baldwin IV's sister, Sybilla, and her husband, Guy of Lusignan, during conflicts regarding the succession of the king. Sibylla and Guy were able to seize the throne in 1186 due to Raynald's co-operation with her uncle, Joscelin III of Courtenay. Raynald attacked a caravan travelling from Egypt to Syria in late 1186 or early 1187, claiming that the truce between Saladin and the Kingdom of Jerusalem did not bind him. After Raynald refused to pay a compensation, Saladin invaded the kingdom and annihilated the crusader army in the Battle of Hattin. Raynald was captured in the battlefield. Saladin personally beheaded him after he refused to convert to Islam. Most historians have regarded Raynald as an irresponsible adventurer whose lust for booty caused the fall of the Kingdom of Jerusalem. On the other hand, Bernard Hamilton says that he was the only crusader leader who tried to prevent Saladin from unifying the nearby Muslim states.