DaveFlash -
I thought I was going to unsubscribe to this thing. Oh well. I agree with your comment regarding Apple. There was a time you could keep repeatedly buying AppleCare for your Mac. I think that alone goes to show the difference in support then and now for their products. I hate to say this as kind of a scapegoat statement... "but ever since the loss of Steve...." and... we can all "fill in the blank" with our own experience.
Even in a skewed way - your post was actually more relative to the topic than others. But anyway... it was a good reminder of what we can actually STILL do with our... what is referred to as our older macs, EVEN with High Sierra, which is all relative.
Case in point - I still have a fully functioning MacSE, and a color classic mac which I upgraded it to a G4! They're neatly packed in their padded classic cases and haven't been used in years, but I KNOW I could pull them out and connect them both to our network and they'd be able to communicate with other Macs - even with their older OS's.
My former daily work machine seemed that it went down in value quick. A now older Mac (mid-2011) 27" iMac i7 3.4Ghz, 1tb HD with 32gigs RAM. It runs High Sierra, ability to run 32 & 64bit, able to run software of it's time (AND NEW) just fine. 4- USB 2.0 / 1- FW800 / AirPort Extreme / Gigabit Ethernet, and an SDXC card slot. With mine - it has dual Thunderbolt ports, which are backwards compatible with Mini DisplayPort supporting up to a 30" display. Thunderbolt, of course also supports other peripherals providing up to 10 Gbps - both directions. So, I think it's still a formidable adversary, although any resale value price would sadly say different, but I still use it. :-)
We still have several Mac Mini's running as MediaMacs and such, as well as a daily office Mini running Catalina, which by the way... can no longer be upgraded either. DANG. I'll wait a couple of generations to get any Apple 'M' processor. I like new and flashy, but I'm not ditching perfectly good running Macs. ;-)
OH! ... and my little green icon /avatar. Yea... I still have a couple of 2100's and heavily used mine up until about 10 years ago. Sadly now... hibernating in their boxes.
[edit - added Newton 2100]