I really haven't looked at XP yet, so I can't say what I would do. The reasons given for not moving to XP are good ones and maybe bad also.
I don't think you should ever fix something that isn't broken. If your still running Win 9X and you're happy with it then stick with it, but I can't see how anybody would be happy with any Win 9x OS. I think the jump from anything pre-Win2k to Win2K is a really good move. The stability alone is worth the cost. Microsoft has finally got a very stable OS, not that NT wasn't but Win2K is much more stable.
Everyone I know grumbled about having to upgrade workstations to run Win2k, but personally I'm glad my employer was forced to get rid of some of it's paper weights. If you want the performance of the OS you have to upgrade or you want be happy with it. Technology is growing at such a rapid pace that sometimes we need a push to keep up. I recently saw some of the research projects Microsoft and some schools are doing. One was a three dimensional desktop enviroment, and also a virtual OS, where you used hand and body motions to operate your computer. What kind of hardware do you think it will take to run something like that?
As an administrator I like the idea of maybe renting/leasing software. While working for a former employer they used a program that they leased annually which used a hardware lock for each client running the software or a group of licenses on a server where the server had a hardware lock. This solved a problem of running illegal copies of software, which can become a nightmare left uncontrolled.
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