I strongly believe that it's optically better to include RBY as other gens are included already. I think splitting hairs about whether there's Discord activity is making things wayyy more complicated than they should be. The name "Classic" - and presumably what its namesake - implies it's an old gen tournament as-is.
EDIT: There's apparently murmurs of NU including RBY despite much worse first impressions? Yeah different community but c'mon something's up here lol
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With regards to RBYers not getting actively involved with UU's greater community, it's kind of hard to demand it when genbashing can be so aggressive. Hell, there's a good of tour replays where people come in to actively shit on the gen. It leaves a very bad taste in player's mouths, and I've heard a good number of complaints since its initial inclusion. Given there is a Discord server close to 700 members with a burgeoning community for the tier, I mean, you see the problem, right? The UU Discord, in terms of quality discussion, is outcompeted by the RBY Discord. RBYers are very used to hearing the same recycled dross about hax and the flavour of the month "points", it's boring, tiring, and not something everyone wants to deal with. I used to, but my overworked ass ended up getting way too drained to deal with it in Ruins of Alph's PS room alone. It is far easier to talk with fellow enthusiasts who actually like the generation than with people who have never played the gen in their lives suddenly being experts because they saw one anomalous game where everything went wrong.
I shit you not: RBYers MUCH prefer it if you're honest and just say you don't like it. I have consistently seen much more civil conversations when people say that, we literally just walk away and cut our losses. We prefer that than being reduced to stereotypes by obtuse pseudointellectuals who think a generation or tier can be "objectively" bad. Here's something you need to hear: YOU CANNOT ARGUE THE ENJOYMENT OUT OF SOMEONE! It doesn't work that way!
I can certainly remember times where I've had genbashing happen personally in UUFPL and UUSD. Moderation-wise it's been generally poor, and that's fair, because it's very hard to regulate tour games and genbashing is typically not something looked at nowadays. Even in teamchats I'm typically being shut down over perceived flaws that I legitimately do not experience.
In spite of all this, we still push for inclusion and you see plenty of forum interaction whenever the generation is included, and signups out the wazoo. Discord is not everything and I think you know that. You see people making power rankings and stuff like that, no? Isn't that great? The fact someone like Shellnuts is so willing to rant to you all about the generation despite being given a thorough cold shoulder by some people makes him look like a saint in my eyes. Hell, didn't he even hold seminars in your PS room at one point? He's given the earth for you people.
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"So turn off spectators!"
I do specifically when playing tour games over here. Then, I see it all when I review my games, or get told "hey that chat was awful" after it's over. It's not a magic wand and it also drowns out legitimately good discussion that can happen. This also doesn't solve the server issues.
"Well GSC has this happen and they're around!"
You literally made a containment channel. Maybe as a joke, but that's optically not the best thing to see when entering a server. I've heard complaints about GSC's treatment quite a bit when I first started pushing for RBY inclusion, and I'm shocked we've been given as much as we have so far. I'm grateful, but if the logic for including bashed gens is containment channels, why is activity in the RBY server - which effectively serves the same purpose - suddenly an issue? Also, this doesn't consider community differences: RBY is grassroots, GSC, as far as I know, isn't.
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I strongly believe that there would be more people talking about RBY in the UU server if there was less active hostility. Hell, there was even some just before I came in to make this post. Even then, given there's a willingness to exclude discussion from basic old gen channels for GSC, I think we both know how it would end up. With that in mind, given RBYers keep to themselves in the server that already facilitates discussion just fine, I think what you're asking for would actually do more harm than good. If that's somehow a problem, well, I don't know what to tell you other than that this frankly feels like that falling off a bike meme.