there are two problems you will face with large external HDDs
1) The current capability from the head unit.. some have power supplies designed just for solid state media (thumb drives, or solid state hard drives)
2) The indexing capability of the head unit. Ie. how many files it can actually index.
When you start looking into it, many USB head units will have limits to how many files it will be able to index off of the drive.. for instance, the alpine touch screen one... the um.. 701... or 501.. wahtever it is... can only handle 20,000 songs I believe. I remember finding a lot that were quite smaller then this...
While this may sound like a lot.. it could be a problem for certain people (such as myself).
The ford sync system suffers from problem 2 in this case... poor indexing.. I think it can only handle about 1000 tracks... which sucks for my friend with that car.. because like me, he has his music on a 500gb external.. so he has to put the files on a thumb drive for the voice recognition to work... yet it does power the external drive just fine....
So as far as my research has gone.. that's the two things to look for.. how much current it can put out, AND how many tracks it can index...