An eyewitness to the incident of the plague of Amwas narrates that when the suffering of Sayyiduna Abu Ubaidah bin Al-Jarrah (may Allah be pleased with him) intensified, he stood before the people to deliver a sermon and said: O people! This affliction is the mercy of your Lord, the call of your Prophet, and the death that befell the righteous before you, and Abu Ubaidah prays to Allah to grant him his share from it. Thus, he was martyred in this very plague. May Allah have mercy on him. After him, Sayyiduna Mu'adh bin Jabal (may Allah be pleased with him) took over his position and, delivering a sermon, said: O people! This affliction is the mercy of your Lord, the call of your Prophet, and the death that befell the righteous before you, and Mu'adh prays to Allah to grant the family of Mu'adh their share from it. Consequently, his son Abdur Rahman contracted this disease and was martyred. Then Sayyiduna Mu'adh (may Allah be pleased with him) stood up again and prayed for himself, so a plague sore appeared on his palm. I have seen him looking at this plague sore, kissing his palm, and saying repeatedly: Even if I were given the whole world in exchange for this, I would not be pleased. In any case, he too was martyred. After him, Sayyiduna Amr bin Al-As (may Allah be pleased with him) was appointed as their deputy. He stood and delivered a sermon, saying: O people! When this affliction comes, it starts to blaze like fire, so protect yourselves from it by going to the mountains. Upon hearing this, Abu Wathilah Hudhali said: Despite being a companion of the Prophet (peace be upon him), you are not saying the right thing. By Allah! You are worse than my donkey. He replied: I will not answer you, but by Allah! We will not remain in this state. Thus, he left that area, and the people also dispersed and left, and in this way, Allah removed this disease from them. Someone who witnessed Sayyiduna Amr's (may Allah be pleased with him) decision informed Sayyiduna Umar (may Allah be pleased with him) about it, and he did not express any displeasure over it.

Imam Sha’bi (may Allah have mercy on him) says that when the Prophet (peace and blessings be upon him) dispatched the army of Dhat al-Salasil, he appointed Sayyiduna Abu Ubaidah (may Allah be pleased with him) as the commander over the Muhajirun and Sayyiduna ‘Amr ibn al-‘As (may Allah be pleased with him) as the commander over the Bedouins, and he said to both of them,“Obey one another.”The narrator says that they were ordered to attack Banu Bakr, but Sayyiduna ‘Amr (may Allah be pleased with him) attacked Banu Quda‘ah instead, because he had kinship ties with Banu Bakr. Seeing this, Sayyiduna Mughirah ibn Shu‘bah (may Allah be pleased with him) came to Sayyiduna Abu Ubaidah (may Allah be pleased with him) and said,“The Prophet (peace and blessings be upon him) appointed you as our commander, but so-and-so’s son has taken control of the people’s affairs, and it seems your command is not effective?”Sayyiduna Abu Ubaidah (may Allah be pleased with him) replied,“The Prophet (peace and blessings be upon him) ordered us to obey one another. I will continue to follow the command of the Prophet (peace and blessings be upon him), even if ‘Amr does not.”

It is narrated from Sayyiduna Abu Ubaidah bin Al-Jarrah (may Allah be pleased with him) that the last words of the Prophet (peace and blessings be upon him) were: "Expel the Jews residing in Hijaz and the people of Najran residing in the Arabian Peninsula."

Iyad bin Ghatif says that once Sayyiduna Abu Ubaidah bin Al-Jarrah (may Allah be pleased with him) fell ill. We went to visit him, and he said: I heard the Messenger of Allah (peace and blessings be upon him) say: "Whoever spends his surplus in the way of Allah, its reward will be seven hundred times. Whoever spends on himself and his family, visits a sick person, or removes something harmful from the road, for every good deed there will be ten rewards. And fasting is a shield, provided that a person does not tear it. And whoever Allah tests physically, it becomes a cause of forgiveness for him."

The previous hadith is also narrated through this second chain of transmission.