The Prophet (ﷺ) appointed Ubn Umm Makthum as a governor of Medina (in his absence) twice.
Sunan Abi Dawud Book 20, Hadith 4
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I went along with two men to see the Prophet (ﷺ). One of them recited tashahhud and said: We have come to you so that you may employ us for your work. The other also said the same thing. He (the Prophet) replied: The most faithless of you in our eyes is the one who asked for it (responsible post). Abu Musa then apologized to the Prophet (ﷺ) and said: I did not know why they came to you. He did not employ them for anything until he died.
Sunan Abi Dawud Book 20, Hadith 3 Next Hadith → The Messenger of Allah (ﷺ) said: When Allah has a good purpose for a ruler, He appoints for him a sincere minister who reminds him if he forgets and helps him if he remembers; but when Allah has a different purpose from that for him. He appoints for him an evil minister who does not remind him if he forgets and does not help him if he remembers.
Sunan Abi Dawud Book 20, Hadith 5
Sunan Abi Dawud Book 20, Hadith 3 Next Hadith → The Messenger of Allah (ﷺ) said: When Allah has a good purpose for a ruler, He appoints for him a sincere minister who reminds him if he forgets and helps him if he remembers; but when Allah has a different purpose from that for him. He appoints for him an evil minister who does not remind him if he forgets and does not help him if he remembers.
Sunan Abi Dawud Book 20, Hadith 5