Answered by Shaykh Amjad Rasheed
It is best that he not pray [s. the obligatory isha] behind the group, but rather pray that with other people in a group. Praying an obligatory prayer behind one praying a supererogatory prayer is khilaf al-awla (slightly disliked) in our school, and some have said that it is makruh. As for the witr prayer in Ramadan, it is best that one prays it in a group, so if one can make it, one should do so, and if not, then one should pray it alone.
Amjad Rasheed
[Translated by Sr. Shazia Ahmad]
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