Fair question - I guess the answer is that I already have the tool, data format and font code - this way I don't have to do work for the sake of it...
That's the idea I got from your original post; when someone brought up the GetGlyphOutline stuff, though, I got the impression that you were willing to reimplement the tools. In that case it might make sense to use an established, high-quality cross-platform library such as FreeType.
I tried to find some comparisons of TrueType and FreeType 2 font hinting (the auto hinter, not the patented one) and some of what I saw looked quite promising - do you have a feel for the relative quality?
Sorry, no, I have no experience with that; I have used FT2 before, but without hinting (at least not knowingly, I can't recall whether it has to be enabled or it does it automatically).