2) "Used cars are a gamble and you will be stuck with someone else's problem." Not exactly. Translation: "I have been buying the wrong used cars and probably should be willing to learn about repairing them. Also, I want to drive a new car like everyone else seems to be."
Fair enough that not everyone should be a mechanic. However, if you have the APTITUDE to do so, and doing your own work would be financially beneficial, you should pursue that. And by financially beneficial, I mean you are NOT in a situation where taking time off work to fix your car could get you fired, which some people unfortunately are. Nor if you are in a situation where you "have more money than time" as they say.
My Caprice stranded me for something that was not actually my fault exactly once that I can recall (ok maybe twice, see below). It was blowing ECM fuses due to a shorted out EGR vacuum solenoid. Yes it was towed. I did the troubleshooting myself with the FSM, disconnected the solenoid, and lived with the EGR DTC until I replaced the solenoid, at a cost of $26 for the part (from the dealer). If I didn't understand things, yes, I could have blown this problem way out of proportion and eventually gotten rid of the car. But this occurred in 2002 or 2003. I fixed it and moved on.
A leaky water pump almost stranded me (at like 185k) but I made it back to a place I could work on it before being stranded, because I noticed very flaky coolant temps on the dash. That repair cost like $37 and that was probably a good 11+ years ago. That water pump is still on the car.
Nearly got stranded when the cat clogged/broke apart but made it back to my parents house where I gutted it. Cost: $0 and drove it like that for years. I think I was cat-less until I converted to the LT1-style duals.
The ECM fuse, water pump and cat probably would have been indictments of the used car if it happened to you. Don't know what else to say. They all happened when my Caprice was my only car. Was I calm, cool and collected? No, but I got through it, learned something in the process, and it cost me very little.
Smashed wheels/tires: my fault.
Differential: my fault.
Drilling through my wiring harness: priceless (Bob was there).
Fuel pump (college): this stranded me but the reason it failed was my fault. At the very least, I exacerbated it after a botched attempt to upgrade my pump and having to go back to my old stocker (which didn't last long after that).
Fuel pump, again (2008?): didn't strand as banging on the tank got it going again until I could replace the pump. Pumps are under $100. The labor part kind of sucks.
Starter: this actually did strand me but turned out to be corroded battery cables. I cleaned them and that lasted until much later when I upgraded to heavy gauge cables.
Rear wheel seal: pretty bad leak. Didn't strand. Just drove it back to CT and converted to rear discs (is that normal?).
Alternator not charging properly due to wiring harness issue: did not strand. Temporarily fixed with zipties and went through harness later, and found nothing. Never happened again, to date.
More recently, MAP sensor failure. Didn't strand me but because I notice things I was able to diagnose and replace it quickly. Now I have that wiring harness issue but that hasn't stranded me, either.
So only two strandings (ECM fuse and "starter") were organically a failure of the car and not caused by something I did. The rest were either my fault, or did not result in a stranding.
Context/perspective: I've had the car since 2001 with 113k. Bought it for $3,500. Drove it 187k. Add up these repairs and I am still significantly money ahead vs buying some Japanese appliance new in 2001 and doing only oil changes. And I enjoyed the ownership of my Caprice immeasurably over something like that.