I have, as my signature suggests, a 2015 Stage 2 S4. I love it, fast when she needs to be, and polite when required. But it's not as comfy or luxury as I want.
IDEALLY I wanted to move into a D4 Facelift A8 or A8 L. But one that is within my price range and actually has the B&O stereo does not exist, and hasn't for the whole time I've been looking, in my local market, or anywhere within driving distance. What IS within driving distance is a 2013 S8. has 50K on it, and is in what appears to be very, very good condition. I'm haggling with the dealer and think I can get them down to 26-27K (converted USD price).

My other options are really only "wait and see" if an appropriate A8 shows up, or save for ~18-24 months and see what savings I can accrue and get a newer A8 or S8.

As far as maintenance and upkeep go, I have good, interest earning, savings. I would not be without the vehicle for long if it needed minor to moderate maintenance or repairs. I'm in Canada, and 3rd party warranties do exist up here, but they are not particularly common. I've had the car since last night on an extended test drive. And I genuinely cannot make up my mind. I'm 50/50 split, and have been since I first tested the car over a month ago. It's languishing on a Porsche lot. Any help would be really appreciated.