During the Battle of the Trench, when the Muslims were completely surrounded, and many of the men who were hypocrites left the Prophet behind, with only 300 men remaining. He went on a round of inspecting who was left and eventally reached Hudhayfah and asked him to infiltrate the encampment of the people and to bring him back news. Upon his return, he sees his family had perished, but the Prophet comforts him telling him they are now in paradise. He gives him a message to declare to the world and that would be his last. After the death of the Prophet, Abu Bakr succeeded him and after him came Omar ibn al-Khattab as an Emir of the believers and he summoned Hudhayfah to him at his council, he knew that the Messenger of Allah had confided in Hadhayfah the names of the hypocrites of Muslims. He helped guarantee the safety of Islam.