I do not usually get installer questions during installation of Windows, except when it does not recognize hardware. One case I remember is Windows 2000 refusing to talk to a bog-standard S3-based super VGA card from Diamond, just a year old, so hardly obsolete. It did like the older Matrox Millennium board I had lying around. On most bog-standard machines you do not have trouble, but if you have anything remotely fancy, the Windows installer can throw a fit.
The same Windows 2000 install refused to boot the moment I attached a Quantum Viking II UW-SCSI disk to the Adaptec 2942 UW controller (which it did recognize). Attach a disk -> no boot; remove disk, all hunky-dory! AARGH! As the main disk was a mere 20GB, I really liked the idea of having a second 9GB disk available, especially because all the old data was on it. It was not to be. Put the thing in an external case and attach as external SCSI drive? That did work. Why? To this day I do not know.
A Linux install on the same machine was WAY faster.