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Can anyone tell me what "WinCustomize Customer Loyalty" in the products under the my account section is? There's a download but it just takes me to an error page.

I think, purely from memory, that it popped up a couple/few years ago when Stardock graciously did an extension for WC subscribers.  I believe it was related to the "WB themes per year" model.  It did used to show somewhere before the Impulse deal, I'm thinking on the WC MyProducts page.  It has a dead link for me as well and I think at this point it's moot, other than a pleasant little reminder to me of the little things that WC/SD does sometimes to be nice (seriously, it was nice).  At some point it did have an expiration date which made sense.

In order to update (install downloaded version), at least for Deskscapes and I assume Fences too, it's saying I first need to uninstall - ack.  If I uninstall via Impulse won't I lose all my configuration of both?

Rats - a lot of Stardock customers are probably going to be a little po'ed about that.

Especially having to re-download Deskscapes dreams which we may not have access to anymore since there's a subscription involved.

I keep all mine on a network drive shared by both my PCs. That way, I avoid the problem with uninstalling, and I don't need multiple copies to take up so much space....dreams can be quite large.