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The Prophet ﷺ use to make supplication to Allaah that ^Umar would be guided. At-Tirmidhiyy related from the route of ^Abdullaah Ibn ^Umar that prior to ^Umar embracing Islaam the Prophet ﷺ
use to say, “O Allaah, back (a^izz) al-Islaam by one of the two ^Umars” referring to ^Umar Ibnul Khattaab and ^Amr Ibnu Hishaam Abu Jahl.

Al-Bazzaar, At-Tabaraaniyy, and others related that ^Umar said, “I was the toughest of the people on the Messenger of Allaah ﷺ, so one day when the heat was at its peak in Makkah I met a man on the road and he said to me, ‘It is astonishing O Ibnul Khattaab that you say about yourself that you do this and that against the call of Islaam and that matter is already established in your house’.” This means some of your family members have embraced Islaam. ^Umar said, “What are you talking about?” so he said, “Your sister has embraced Islaam.” And ^Umar became very angered by that and he headed towards the house of his sister and knocked on the door. They said, “Who is at the door?” he said, “^Umar” and in the house was his sister, her husband, and a man reciting al-Qur’aan. When they heard his voice, that it is ^Umar, they went inside and they hid and forgot the sheet of al-Qur’aan that they were reciting from. His sister went for the door and opened it. When she opened he told her, “O you enemy of your own self! Did you change your religion?” and then he hit her with something that he had in his hand on her head and the blood started coming out and she started to cry but then she told him, “O Ibnul Khattaab, do whatever you want to do for I have embraced al-Islaam.”

^Umar went inside the house and looked and found the sheet of al-Qur’aan. He said, “What is that? Give it to me.” She told him, “This is something that cannot be touched except by those who are in the state of purification.” So he took it from her and opened it. He recited “بِسْمِ اللهِ الرَّحْمنِ الرَّحِيمِ” (Bismillaahir-RaHmaanir-RaHeem) and when he read the names of Allaah tabaaraka wa ta^aalaa his heart became afraid and he dropped the sheet. He picked up the sheet again and read the first verse of Suratus-Saff:

سَبَّحَ لِلَّهِ مَا فِي السَّمَاوَاتِ وَمَا فِي الْأَرْضِ وَهُوَ الْعَزِيزُ الْحَكِيمُ

Then he read other than that and his heart was affected. Those who were present felt that something had changed about him and they came out from where they were hiding and they told him, “Abshir: we heard the Messenger of Allaah saying “O Allaah, A^izz al-Islaam with one of the two ^Umars; ^Umar Ibnul Khattaab or ^Amar Ibnu Hishaam” so he said, “Guide me to the place of the Prophet” so they showed him the house where the Prophet was staying.

So he went and he knocked on the door and they said, “Who is at the door?” and he said, “Ibnul Khattaab” and they knew how tough he was on the Muslims so no one dared to open the door. They said, “This is ^Umar holding his sword” Hamzah said, “So what? Open the door for him. If he seeks evil then we shall kill him with own sword.” So they opened the door for him. When he entered, the Prophet ﷺ went for him and grabbed him by his dress and said to him, “Isn’t it time for you to embrace Islaam O Ibnul Khattaab?” and to that he uttered the testification of faith and in delight the Muslims said, “Allaahu Akbar!” Then he said to the Messenger of Allaah ﷺ, “Aren’t we on the correct path?” The Prophet said, “Yes, indeed” so he said, “Why then are we hiding inside the house? Let’s go out for them” and the Muslims went out in two lines; heading one of the lines was Hamzah and ^Umar headed the other line, and the blasphemers were in extreme distress when they so Hamzah heading one of the lines and ^Umar the other. Maa shaa’ Allaah.

All praise and thanks are due to Allaah Who blessed the Muslims with men like ^Umar and his likes. I ask Allaah ta^aalaa to raise the rank of our Master ^Umar and the rest of the guided Caliphs and to enable us to be more like them. I ask Allaah by the status of ^Umar Ibnul Khattaab, raDiyallaahu ^anhu, to forgive our sins and raise our ranks.