[1][2] It appears that at one point during the conflict, his life was saved by his Jewish allies from the tribe of Banu Qaynuqa, as he would later exclaim: "300 soldiers armed in mail, and 400 unequipped, -- they defended me on the fields of Hadaick and Boath from every foe.
[1][8][9] However, according to Rodinson, Ibn Ubayy may have converted out of a "genuine sympathy with monotheist ideas fostered by his friendly relations with the Jews".
[5] Ibn Ishaq writes that some of the Ansar "were not altogether convinced of the political wisdom of supporting the apostle: these came to be regarded as paying lip-service to Islam, but hiding treachery in their hearts, and they were known and reviled as 'the Hypocrites'".
Ibn Ubayy replied:[3] Nay [...] I will not let thee go, until thou hast compassion on my friends; 300 soldiers armed in mail, and 400 unequipped, - they defended me on the fields of Hadaick and Boath from every foe.
As for me, I am one verily that feareth the vicissitudes of fortune.Then, Muhammad(ﷺ) acceded to his request and gave the Banu Qaynuqa three days to leave the city.
Rodinson considered it as threat against Muhammad(ﷺ),[16] Watt that Ibn Ubayy "urged their importance as a fighting unit in view of the expected Meccan onslaught".
[1] Muslims have traditionally seen the episode as another piece of evidence for Ibn Ubayy's hypocrisy since he insisted that adherence to Islam had not completely severed the old obligations of tribal and personal loyalty.
Ibn Ubayy then led his men back to Medina, retiring to the strongholds, while Muhammad(ﷺ) resumed his advance.
[18][20] According to Watt, Surah 3:166 interprets Ibn Ubayy's withdrawal as showing "cowardice and lack of belief in God and the Prophet"[1][21] Muhammad(ﷺ)'s 700 men met the 3000 of the Quraish in the Battle of Uhud and were defeated.
The Quraish, however, did not succeed in killing Muhammad(ﷺ), and did not attempt to occupy the town of Medina, possibly because they knew it was guarded by Ibn Ubayy.
Waqidi reports that Ibn Ubayy, at first, strove to bring about a reconciliation, and Tabari relates that Abd-Allah accused Muhammad(ﷺ) of treachery and urged the Nadir to resist by promising aid.
On the march home, conflict arose between the Muhajirun and the Ansar when a Bedouin servant of Umar pushed an ally of the Khazraj.
Ibn Ubayy denied having said so and Muhammad(ﷺ) accepted the excuse, but after their return to Medina, the "Munafiqun" would be reprimanded in Surah 63:8.
After Muhammad(ﷺ) had announced that he had received a revelation confirming Aisha's innocence, he had her three of her accusers, who had come forward, punished by eighty lashes.
[32] In 630, when Muhammad(ﷺ) launched a campaign against the Byzantine Empire during a time of drought and food shortage created serious discontent in Medina, Ibn Ubayy expressed his sympathy for those criticizing the expedition as untimely.
As the army assembled, Ibn Ubayy's troops formed a separate camp and turned back to Medina when Muhammad(ﷺ)'s forces set out.
And Allah guides not those people who are rebellious (80).Ibn Ubayy's death signalled the end of the so-called Munafiqun faction, as "there was no one left ... possessed of power or influence".