Regardless of the comparisons made the rarity of the HE60 isn't going to change and as long as they remain well regarded (which I don't see changing) I see no reason to think that their "value" will change substantially. The only thing I can see changing it would be if Senn introduced a better, similarly priced (~$2k) stat headphone.
I don't see HE60 prices dropping any time soon. I really wish I'd snatched a set when they were selling for less than a grand. Oh well, 20:20 hindsight and all that.
Jack, you should be able to get a few free empty boxes from your local cigar store. Play up the fact that you're building up a collection and need them for your humidor.
I think it's well within my right to think that buying a community offering for the sole purpose of immediately flipping it for profit is weak. I should have included the for profit part in my original post, if resold at purchase price (even adding additional shipping) would sit fine with me. But I suspect that we're less than a few weeks away from $800 HF2s.