I agree with the investment perspective...the investment in happiness and FUN!
Holding monetary value? Not going to happen, even...and especially...in the face of rising prices for later versions, general cost-of-living, etc., etc..
But, back to the PS1.0 issue. I have about a dozen of these, steam and diesel, and they're all keepers. I run conventional and love it. And, after the advent and installation of BCR's, I have NEVER had a scrambled software problem.
That said, several months ago I picked up a near-mint B&O A-B-A F3 set, one of the first Premier F3's that MTH did in the mid-90's. It was very much a first generation QSI sound system and had the idiosyncrosies re bell activation, and no bell/whistle in the idle mode...correct for the version, but too much of an annoyance.
So, I had a very capable individual from this forum install PS2.0 (one powered A unit in this set...the other A and B unpowered), and it's perfect! All told I probably spent about the same as a current new Premier A-B-A F3 set...but I'm more than pleased to have it in my roster. I have no idea if it will 'hold its value'...and that won't be my problem anyway. Right now it's not for sale...period. Too much fun!
Anyway, re the original thread issue....I'm sorry for your 'buyer's remorse'. At the rate technology changes in everything nowadays, you must have a lot of frustration.
I understand this, completely. Today I was rummaging through a storage area in the home and came across my SONY 8mm videocamera from 1989. At the time it was, as they say, the 'cat's patootie'...all $1500 of it!! It was even the very model of videocamera that the Shuttle astronauts used during their flights at that time. It's basically worthless now. Unserviceable. Undesirable. Obsolete to the bone.
Ditto computers and laptops...et al, ad infinitum.
So it goes.
Run trains, enjoy this hobby, be happy.
KD