I think it is going to take longer than 2-3 years for an OLED to reach the $1000 price point, but we'll see.
BTW, Sony has pretty much abandoned future OLED development, Samsung & LG are the top producers of this technology now since they actually produce the panels.
I agree that OLED are coming down in price, but I only consider the smaller sizes (like in the Vita and Smartphones) to be affordable. The larger sizes are still quite expensive.
I don't think the iPad 3 is going to use OLED, it will probably still use IPS LCD technology, but with "retina display" resolution. Perhaps after OLED further matures we will finally get Apple products that use this technology...
Not worried at all. 8 hours a day for 5 years? I want my vita just as much as the next guy, but I know there will be plenty of days where I don't even turn it on, and probably long spans of time where I don't turn it on. I've had strings of 4-5 months without turning on my xbox, I'm on 7 months of no playstation, had 4 months of 3DS, years since I played PSP, year for Wii etc.
I think OLEDs are coming down in price very very fast. The PSVita has 960x544 at 5". That means you can get 1080p displays at 10" (perfect size for a tablet, which I think iPad or other competitors willl put out soon).
The OLEDs used in the PSVita are Super AMOLED Plus.
Counterarguement. The first with a CD was probably the Amiga CD32. Optionally, the TurboGrafix-16 had one.
I also have the first system with an OLED/AMOLED-- at least, I'm charing a Wiz on my computer right now.