For your detailed and thoughtful response. I've read your past posts and I feel like I'm addressing Patek forum world royalty right now!
Your comments wrt fitting a watch under a French cuff and the challenges of polishing/maintaining sharp-lined cases are spot on. This is the kind of stuff only experience can tell you.
Like you, I don't typically like the dial aesthetics of most annual calendars (or perpetual, for that matter). The 5396 and 5235 I find to be exceptions. Also never, ever liked the Nautilus. The AP Royal Oak and VC 222, on the other hand, are sublime. The Bulgari is reminiscent of those.
I spent a lot of time 'buying the seller'. For the 5015 and the 5396, I've got a prestigious German seller and a globally respected US-based one lined up respectively. They come at a premium, of course, but my physical distance it's one I have to pay.
The 5015 was just returned after service by Patek this month. It was lightly polished (the lines still look very crisp). I have a collector friend who would consider that blasphemy, but I also know I want my watch to look good and bear blemishes that are my own. I would have probably rejected a polished piece had it been done by anyone other than Patek.
The 5396R is in near-mint, unpolished condition. It looks flawless in pictures.
Both come as a full set, and that's something I'm keen on.
I haven't yet zeroed in on a seller for the 5235, but there appear to be several options that I recognize as reputable from my earlier bout of due diligence.
For argument's sake, I have two other 5015s lined up. One, claimed to be NOS, is from a US-based seller with hundreds of 5-star Chrono24 reviews and a physical storefront in an upscale part of New York. The other is being sold by a private seller on Chrono24 who appears genuine and has agreed to a number of stringent conditions I've requested be met.