Speaking of upgrading to an Apple IIgs, I remember in high school in 1987 my school wanted to upgrade a classroom that had a few IIe machines to a bunch of IIgs. I begged and pleaded with them not to do it, to go with Mac's or even better PCs, as the IIgs was obvious to me even at the time as a dead end and a room full of them was a huge waste of money. They just accused me of being 'radical and embittered against Apple' because I had an Amiga 2000 at the time that I evangelized for quite a bit. I didn't quite understand their argument, as I had a II+ at home that I still used and enjoyed, and was pushing for Mac's as a viable alternative to the IIgs.

Anyway, they ran a big capital campaign and got the parents to donate a ton of money to buy all these machines. Within a year, they were collecting dust and the school bought a bunch of Mac Plus's and a few PS/2's which got used extensively.

That incident was my first lesson on the propensity of people to obstinately make stupid decisions, and so I always associate the IIgs with that concept. But so that people now don't think I am 'embittered' against the IIgs, I do actually own two of them currently :)