You should always backup your files before an upgrade of an OS... if you actually upgrade it should let you keep everything.
Drivers may have to be installed (check mfgs. web site of either hardware or entire PC if its Dell or Gateway etc.)
Because there are significant differences between Windows 2000 (an NT os) and Windows 98 (a 9x os) I would highly recommend formatting the drive. I have upgraded 100 computers to Win2k from Win98 and I have created fresh installs on just as many... if you have a bunch of "junk" in your PC it can be even messier than a simple upgrade. The OS will run so much better if you format.
Also if you can, use a Windows 2000 disc that includes SP4 - that will save you the time of installing the service pack afterward. It can also prevent you from getting hit by viruses that arent patched on a plain Win2k CD. RPC viruses etc. that have been patched by SP4 will not be able to hit you while you download the other updates and drivers.
Also if you do have a copy of WIn98 that isn't a restore CD, you can use the Windows 2000 upgrade and it will ask you insert a CD (to prove you own one already) for the prior OS.
You will likely have to install at least something manually as far as drivers are concerned. Many will be included because of your old hardware, but some driver for a printer, cable modem or something won't be included usually.
Check mfg. web site for drivers by searching for model number.
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by: adman17Posted on 2005-11-13 at 14:30:03ID: 15284666
You might need to backup all your documents etc to cd or a usb flash device, and you will need to download new drivers for windows 2000 as they are different from windows 98. You may want to download them now, and then back up the drivers with you documents.