The plot was lost pages ago... I'm still enjoying the conversation.
I nearly bought an E36 M3 not too long ago... Ended up with an E46 330i. Not quite as good, but 4-doors and still a lot of fun. Genuinely good car.
My child rearing experience is limited to none at the moment (though that changes come New Years, or thereabouts). I embraced the breakdowns (I call them adventures), suspension, crappy (although, usually just absent) AC, etc. as character. But for years, I exclusively DD'd classic cars. I used to run an investment company back in the day. I parked my '62 VW Bus, house paint, splotchy mismatched patches and primer, the whole nine, between a DB9 and a Range Rover whatever-the-hell with all the bells and whistles. It was pretty comical. They didn't get me, and I didn't care. Even in the oppressively hot Dallas summers, I just popped the vent windows, opened the ceiling vent, and took it all in stride. It was well worth it. My rule was no car newer than me, no car that I can't get in toy form (indicates that there's enough people to buy it when I move on), and no car I don't truly want. It was great. I drove some seriously awesome cars, as well as a few that were more 'meh'. My Bus, '57 Karmann Ghia (google image search '57 karmann ghia', and a photo of my car is currently the 7th result, but for years was #1 including the entire time I owned it; last I heard it was in Sweden), FJ40, RX7, CUCV, and my BMW were all fantastic cars that I'd love to have again. What makes it better, with nearly every car I owned for the past decade or so, I MADE money. Not much, a few hundred to a few K depending on the particular car and price range, but enough to justify and cover the expense of the hobby. Despite a new car every six months on average, I never had a car payment.
That changed in 2016 when I got in a pretty severe accident in an '81 K10 (certainly not a bad notch on my bedpost, but not especially inspiring either). I was going down the highway at 65 mph (the speed limit) on a Friday night on my way home from work with my dog laying on the bench next to me. A ************** in a Subaru Outback was waiting at a light to turn left. The light turned yellow, and he freaked out or something, and just went for it while I was going through the intersection. I hit him head on with about a 25% overlap, completely tore the first foot or so off the Subaru, which ended up in the bed of my truck in the yard the following morning. My 33" tires helped deflect me mostly up and over the low massive parts of the Subaru, and I ended up on the shoulder in a cloud of coolant steam and a puddle of various fluids. My dog broke two ribs, his leg in four places, suffered severe damage to his liver and both lungs, and was thoroughly traumatized. I hit my knee on the steel dash, threw out my shoulder, starred the windshield with my left fist, smashed my face into the steering wheel, breaking my nose and skull "two knuckles deep" according to the surgeon, shattered my glasses into my forehead, then bounced back into the back glass, slicing my scalp open on the edge of the sliding center section. My dog made it, and he's fine. I'm outside working on the patio today, and he's behind me somewhere listening to hummingbirds and sniffing out critters (he has no eyes, but not due to anything related to the accident). I ended up with 27 stitches above the neck, multiple surgeries to fix my nose so I could wear my glasses comfortably, and of course plenty of physical therapy. The other guy was up and walking around the night of the accident, and didn't seem to have suffered anything substantial, but he also only took it as a glancing blow rather than head on. I always thought of the pre-safety cars as a calculated risk. People drove and wrecked them up until there were other options, and the human race still exists. I knew I'd likely suffer more injury, but it'd take something severe to really realize anything materially different. That wreck proved my point to some degree. The nature of that particular wreck (high speed, small overlap) is the exact crash test scenario that gave the OEMs so much trouble a few years back, and I was going faster with a smaller, yet still substantial, offset aimed right at me. About the worst you can possibly do. He said, had I been in a modern car with airbags, I wouldn't have gashed my head or banged my knee on a steel dash, but instead of a few concentrated breaks, my whole face would have been fractured... So, not exactly a substantial improvement.... The upside is that I'm now debt free (save mortgage and a single car payment), I have a lot more camping gear, and it paid for part of the new house. That K10 was the most profitable car I ever owned, but not exactly in a way I'd recommend.
With that in mind, after the K10, I started driving more modern cars, mostly out of PTSD if I'm honest... With a little girl on the way this winter, things are changing further. A new truck maximizes available safety kit, ensures I can properly fit child seats, and maximizes crash test scores. Instead of a ~6-month hold, this one will just have to stick around a while. Additionally, we bought a crazy awesome character bomb of a house, and it's a LOT of work on its own. I won't have the time to rebuild every brake and electrical system in every car I get, or really do much more than the most basic maintenance items. A new car that doesn't need much in the way of maintenance and won't need to be replaced for as long as possible maximizes utility in this new paradigm. Buying one with as many of the same characteristics that I know make for sought after classics should give me extra utility in the long run to boot. That, by the way, is part of the rationale for the Bison. It's likely the modern equivalent of the GMC Cyclone barring any substantial engineering flaws (i.e. rusting frames, bubble gum head gaskets, or some other thing that just makes them a lemon). The Gladiator would also check that box. I think the Tacoma's day as an enthusiast darling are numbered, if not done, without some major intervention from Toyota that, let's be honest, isn't coming any time soon.