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Thanks for a quick response! And good questions :)
Hmm yes, so maybe I'm asking too much of a single rim, and should stick with 21mm and keeping it as a road set. Why not below 30mm for 25mm rim, out of curiosity?
Nope, entirely not worried about aero gainz.
I love and use tubeless for gravel tyres. However, not at all curious for road. If we end up in a place in ~5 years where 32c is the norm for road, I'd probably explore tubeless at that point.
21mm internal will be fine up to 35mm, over that and I would go for a wider rim. With a 25mm rim I wouldn't go below a 30mm tire.
Are you worried about aero gainz at all? When you say inner tubes for now, does that mean you are tubeless curious?