If you can get the files transferred over from the Win98 machine, this computer should be able to read most of them, depending on the program that created the file. For example if you have old Excel files, but don't have Excel on the new computer, you may not be able to open them. Also, some file formats have changed quite a bit since Windows 98, so some of your files may look different. The transferring process will probably be the hardest, if you don't have a USB port on your old computer. This computer will not have a floppy disk drive, so you will somehow need to get your old files to a USB drive, or a CD/DVD in order to transfer them.