I'm not giving up my N800. There is a basic conflict between screen size and "fits comfortably in my pocket." To me, the N800 IS the sweet spot. If wireless were everywhere, the N800 would fit your specifications, though some work is needed on the Java front You can import your Word docs into Google Docs and they should work ok with the Microb browser, I think.

The medical software is a problem, if it is complex and windows-specific.

GPS works well on the N800, though I don't fully understand why people even care that much about the GPS side of it; it's the mapping that is cool. I am not usually totally lost, but a GPS would be handy when I was; that's why I spent $60 or something for a GPS device (I think it is sirf III). It is in my car someplace; I haven't seen it for awhile and haven't missed it.