Mandrake was pretty easy, and even SCO UNIX (not GNU/Linux) had an release - grub worked, fat32/fat16 partitioning was possible and there was previous NTFS windows releases, NT 3.5/4 and 2000 that facilitated it.
They all had GUI interactive installers, and had floppy boot disks to boot (too!)
SCO Unix[1] didn’t have a GUI installer. Interactive it was, but only TUI, and generally more challenging than the classic TUI Debian installer - especially if you want to dual boot!
Mandrake (9.2 is the version I used the most) was very nice, the GUI installer looked very polished, had nice explanations and package selection was done by answering “what are you going to use this computer for?”. A TUI installer was available as a safe option too.
[1] At that time you are in SCO OpenServer territory, SCO UNIX is OLD, but the same applies to OpenServer 5 and 6. It might have been UnixWare (which I only installed once, no memories of it) or maybe SCO Linux (oh, the irony!)