Depends really on the circumstances:
'I comment that thereafter this Abn 'Azza broke the pact he had made with the Messenger of God (SAAS), and he fell under the influenceof the polytheists and rejoined them. At the battle of Uhud he was again taken captive, and he again asked the Messenger of God (SAAS) to set him free. But the latter replied, "I'll not let you stroke your beard and say that you deceived Mubmmad twice!" And so his head was cut off at Uhud, as will be related in the account of that engage-ment. It is said that it was of he that the Messenger of God (SAAS) spoke as fol-lows, "A believer will not be bitten twice from the same lair." This is one of thoseproverbs uttered only by the Messenger of God (SAAS).
(The individual fought the Muslims at Badr and wasn't able to pay the release fine and begged the Prophet :saws: for clemency, the Prophet :saws: took a solemn oath from him that he would never fight the Muslims again, then he was caught fighting the Muslims at Uhud - and again begged for clemency - i think it was az-zubair or 'aasim ibn 'umar who was instructed: "Qaddim hu yaa 'Aasim wa adhrib 'unuqahu").
Commentary ~ The Believer is not stung from the same Hole twice
March 31, 2009 by Salaat Time
In the name of Allah, Most Gracious, Most Merciful.
After the Battle of Badr, Abu ‘Azzah Al-Jumahi, a poet, was a prisoner in the hands of the Muslims. He was from Quraish and through his poetry he would incite battle against the Muslims. After his capture, he said to Prophet Muhammad (SAWS), “Indeed, I am poor and I have many dependents that are needy and you know this, so please have mercy upon me and may Allah have mercy upon you.” The Prophet (SAWS) did so and released him. Before the Battle of Uhud[1], Safwan bin Umaiyyah, one of the leaders of the Quraish, said to the poet before they were to fight the Muslims, “O Abu ‘Azzah, indeed you are a poet, so help us with your words to incite men to battle.” Abu ‘Azzah replied that the Prophet (SAWS) had bestowed a favor upon him by giving him his freedom and he did not wish to go against that kindness. Safwan said, “Help us and if you return alive from this battle, I will make you rich and if you are struck down, I will make your daughters partners with my daughters in my wealth.” So, Abu ‘Azzah went forth with them and was taken as prisoner by the Muslims for a second time. Again he pleaded with the Prophet (SAWS) asking to be pardoned. The Prophet (SAWS) said to him, “By Allah, your cheeks will not touch Makkah and you will not be able to say that indeed, you have deceived Muhammad twice. Indeed the believer is not stung from the same hole twice. O Zubair, strike his neck!” Zubair struck his neck and he was killed.
SAWS: May Allah exalt his mention and protect him from imperfection
[1]: Audio lecture on the lessons from the Battle of Uhud can be found here.
Gems and Jewels
Compiled by: Abdul-Malik Mujahid
Publisher: Maktaba Dar-us-Salam
ISBN: 9960-897-59-1
Page 57
https://www.salaattime.com/commentary-the-believer-is-not-stung-from-the-same-hole-twice/