A little derailment here, but I'm probably in that category, but have managed to work my way through everything I've come up against so far. Sometimes by myself, sometimes with help from forum posts.
I'll add to that though a couple of things.
There are a number of people out there taking money to repair pinball machines but have no idea what they are doing. I purchased a game that I thought was priced ok (after haggling as their initial price was way off for its condition) even though there were known concerns listed in the ad and I identified other issues while looking at it (and through doing a little homework). I was told that their pinball repairer wasn't able to fix a couple of things and that new parts would be required and I was told that some things had been repaired. Essentially, the things they said couldn't be repaired, have been repaired by me and it come down to a technician not really being a technician.
The other thing I wanted to add is that it isn't only that people are tight arsed and don't want to pay for a trusted repairer, but trusted repairers are generally busy and have a back log in my experience. I can work through most problems before the people I trust would have time to repair it for me.
Anyway... back to the topic..... I purchased games when I did because that is when I could afford them. After more than 20 years of wishing I could afford them, my life got me into a position that I had some money that I could spend on things for myself. Did I overpay? Probably. Do I care? Not really as I don't really want to sell what I've bought and if I lose money on them when I do sell, well that is how selling things was as I grew up. If you sold something you usually did so at a loss. I'm not sure if prices will come down as I've not seem them come down in the time I've watched prices, I just kept waiting for the bubble to burst but it never did. If the prices do come down, I'll probably buy more.