I have done quite a few Win 98 to Win 2000 upgrades ... mostly on the same
machine!!! Reason being that I bought a PC pre-configured with Win98 and
lots of OEM software, but was very unhappy with the reliability of Win98
beyond basic home applications (e.g. when running Photoshop or anything else
intensive, or multitasking serious applications). So I upgraded to Win2000,
was very happy with the performance and the smoothness of the upgrade,
except that my sound card was not supported by Win2000, which has caused
some problems. I upgraded so I could continue to use the OEM software (which
is on security CDs and can't be installed without the OS).
My experience is that a "home user" should not experience too many problems
upgrading to W2K (my notebook has been happily upgraded for three years
without a drama). You should, of course, check that all your hardware is
compatible with W2K before starting the upgrade.
But if you are any kind of a power user, degredations over time (which I
assume are leftovers from installing and removing various programs,
especially demos and trials) will cause your system to become less reliable.
Last week I finally got sick of reinstalling the W2K upgrade and service
packs to restore system performance, so I wiped the whole thing and
installed from scratch with NTFS filesystem and a backup partition.
Now the system has a core backup to a known stable system, plus incremental
backups every week, and a CD backup library which will allow me to roll back
(I hope) to any particular point in time. And yes, I learnt to backup the
hard way ... after losing all my files to an accidental reconfiguration of
disk partitions when I responded to an NAV "virus alert" without thinking
things through fully.
I am a home user, by the way, but I have run various businesses from my PC
over the last decade.
Tony