Really depends on how much you love that H&H, how much you'll use it compared to other guns in your collection...etc...etc...etc. Frankly, If you have multiple $10K guns already in the cabinet, you're probably splitting hairs when it comes to quality. As with all things we collect and enjoy, it's a personal decision. I wouldn't buy anything just because it's more expensive than something else. Since you already have nice guns, I'd say you have a problem few of the rest of us will ever have...the choice is completely yours.
I agree, and I think there's a limit in trading up, assuming you plan on using the gun, and that this is not a collectors item.
Trading a few workhorses to get a good sxs or o/u, is one thing, but trading several 10K guns to get a H&H.... I'm not sure if you'll valuate your trade as a great thing.
HM