I find that for me I don't care much for car shows or newer things anymore. I find it incredibly difficult to 'see' what the R1 Million+ is going into with the newest of cars, but on the other end the excitement has waned on the higher end. It's only partially because they are now just very far out of reach (beyond logic). It isn't like I can look at most of the newer Ferraris or Lamborghinis or McLarens and imagine creative ways of pursuing financial ruin - in other words they are beyond the daydreams
The other part is they are not really all that desirable. I feel (have felt for a while really) like we peaked in terms of 'experience', styling, tech etc at some point in the last few years (brand dependent). The focus moved away from speed and power a few years back. Gradually power wars returned and now we are back to 0-100 and 'ring times again.... and a whole host of new uneducated/inexperienced people who care about these things in the comments sections. There is a little evidence that the pendulum is on its way back though.
That being said, I am very happy with my garage and will be for a while: ancient SUV that gives me 100% of the functionality I need and I don't really care about keeping pristine. If anything, it's been more fun with the little distractions/projects. Family supercar that is likely faster than its replacement in the real world and baby supercar that is happy to eat up laps and breakfast runs while being fairly easy to maintain... most importantly one I am comfortable to drive that way.
When I had my Cayenne in at Cafe 9, there was a guy having brake pads changed on a GT2 RS from being on track at Kyalami the day before. The bill for the pads alone was R40K. I think about all the track days and costs of my 4C (granted not in the same area code performance wise) and wonder if I'd ever actually be up for having a R60K+ post-event tyre and brake bill over and above my insurance and prep costs... in terms of being able to 'treat' the GT2 RS the way I currently treat my 4C if you know what I mean.
As I think
@TBP88 pointed out before, there is a gigantic gap between people who own Porsches and Ferraris... but there is also a gap between those that own these kinds of things and those who are able to track them/drive them 'without worrying'. To your point about being happy and content there is also the element of just feeling comfortable that we don't factor in