He might want to check with a reputable oral surgeon and also with a neurologist.

I have nerve damage after dental work and it is one of the worst, if not the worst, experiences Ive had medically to date...and I've had many health issues.

I understand some people take longer than others to heal, but if it seems longer than appropriate and/or the dental professionals are acting indifferent and not answering his questions, then get him to an oral surgeon (think twice about any procedures though/don't do any further dental work unless there is excellent evidence it is needed) and check with a neurologist.

He might want to use Sensodyne toothpaste and he should probably have an X-ray of the area. Let any talk of stress being the sole reason for his pain go in one ear and out the other.