I agree partly with what you say, it is possible to understand another human experience, by reason, by analysis, by empathy - but only objectively. At least that's my belief. To truly understand it's subtle corners, in a more subjective manner requires being immersed in that experience. IMHO.
I would think an objective understanding is all that is desirable or necessary. I can see a reason to elevate an objective understanding over a subjective one; the understanding is independent of the observer.
The subjective understanding is merely the personal perception of something. It is a joint property of the observer and the thing being observed. Why elevate the subjective understanding of one observer over another (insiders over outsiders, in this case) assuming equal information/rationality on both their parts?