Questions like this are far too open to interpretation to really be particularly meaningful. On many technical merits you could pick certain singers where as entertainers you would pick others; and as soulful songwriters you would probably choose a completely different group of singers. A singer who I think was (all around) pretty remarkable that people have forgotten since she went crazy is Lauren Hill; and it is unfortunate that her career was so short because she was certainly one of the more talented female artists in my lifetime.