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I also have Play3(gen1),Play5(gen1), Connect:Amp(gen1) which I often link with my playbar for music playback which is only possible with S1 to my understanding. I would like to add a sub which I guess would be a gen1 or gen2 sub.
If I’m not mistaken, all three of the Subs would work. For what it’s worth, only your PLAY:5 gen 1 and CONNECT:AMP are S1 only, all the others will run S2. But yes, if you’re grouping them, it makes sense to stay with S1.