Oh yeah. Particularly the E60 M5, if the V10 goes kiddywampus, you better have the lube for the wallet ready.
Same for the XJR though, except with those, you can almost guarantee that something will go wrong (either electrically or with the engine).
If you’re looking for more of a “sports-executive” kind of car, an Audi S5/S6 could be interesting. There are a few interesting Lexus’ about, too.
If you’re straight going to the 80s/90s (good era), i don’t think you’d be getting around some variant of german car – even then, they’re by now close to 40 (or over ) years old, got to remember that. They WILL require wrenching, spending and regular maintenance (as in, measured in thousands, not tens of thousands of miles).
Prior: SEAT Ateca Xcellence Lux 1.5 TSI DSG MY19, VW Golf GTE PHEV DSG MY23
Current: Hyundai Ioniq 6 Ultimate
Next: we'll see what's available in 2028.