Can we get a side by side shot Douglas of the two purely for an aesthetic comparison? It would be nice for this discussion I think, if you wouldn't mind?
Ok, so I managed a few quick snaps of the watches together. My Apple Watch model is the 38mm SS, and the Rolex is a 16610. Because screen/dial size affects the way a watch reads in size on the wrist as much or more than actual case dimensions, I found that the 38mm Apple Watch reads closer in size to my Rolex than the 42mm Apple Watch. The 42mm version is just too much computer screen, unless you're very large, IMO. The bracelets and bands of the 42mm version are also much wider, which I don't like. In fact, the 38mm bracelet is already wider than my Rolex bracelet.
I no longer have my DateJust and AirKing, or I would have thrown them in, as well, because they're even smaller. I think a lot of people unfamiliar with Rolex are surprised when they find out just how small so many of them are, which is a major attraction of the brand, to me.
While the Sub is an all time great in watch design, and I'd imagine nearly everyone would prefer it in the looks department, as I probably do, I think the Apple Watch gives a confident showing in both quality and design. The Sub is classic, if not THE classic, 50s diver aesthetic, while the Apple Watch has a bit of a 2001: Space Odyssey vibe, and the integrated bracelet reminds me a
little bit of something Gerald Genta would have designed in the 70s.
I think the bracelet clasp on the Apple Watch is actually much nicer than the Rolex, although the newer Submariner remedied this, albeit at the cost of more size/weight (and Rolex purists aren't big fans of the other major changes to the shape of the newest Submariner.)
While I think Newson's Ikepod designs, which clearly influenced the Apple Watch design, and a lot of the watch designs from the 70s are fantastic, I do think the Sub is the best one-watch analog design to own. If both of the watches below had the same functionality, I'd probably pick the Sub...However, the functionality of the Apple Watch is pushing it over the edge for me, and, if the functionality continues to be useful to me, I think I will eventually sell my Rolex and other mechanicals.
It should be mentioned that my model of Rolex goes for around $6K on the used market, as opposed to the Apple Watch new at around $1K.
p.s. to answer the post above that came in right before I posted this, I see the steel Apple Watch as more of a Tesla to Rolex's high end Mercedes. If you want Ferrari/Rolls Royce quality, you go with Patek Phillipe, AP, etc. They're the true watchmaking artists for the wealthy.