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That the Prophet (ﷺ) said: "Whoever asks Allah to be killed in His cause sincerely from his heart, Allah shall give him the reward of martyrdom.
This Hadith is Hasan Sahih.
Jami` at-Tirmidhi Book 22, Hadith 37
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From his father, from his grandfather, that the Prophet (ﷺ) said: "Whoever asks Allah for Martyrdom sincerely in his heart, Allah will grant the status of martyrdom for him, even if he were to die in his bed."
This Hadith is Hasan Gharib as a narration of Sahl bin Hunaif. We do not know of it except from the report of 'Abdur-Rahman bin Shuraih. 'Abdullah bin Salih reported it from 'Abdur-Rahman bin Shuraih, and 'Abdur-Rahman bin Shuraih's kunyah is Abu Shuriah, and he is from Iskandarani.
There is something on this topic from Mu'adh bin Jabal.
Jami` at-Tirmidhi Book 22, Hadith 36
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That the Messenger of Allah (ﷺ) said: "There are three for whom it is a right upon Allah to help him: The Mujahid in the cause of Allah, the Mukatab who intends to fulfill (the Kitabah), and the one getting married who intends chastity."
This Hadith is Hasan.
Jami` at-Tirmidhi Book 22, Hadith 38