Well, certainly a lot of people running older software have had the joy of their disk size being larger than the software can handle. There's plenty of software that expects the disk size in bytes to fit into an signed or unsigned 32-bit int.
I also don't know about data transfer rates but if you want to emulate the really old stuff in DOSBox, you'll need to carefully examine pages like https://www.dosbox.com/wiki/Performance because there are plenty of games that do a divide-by-zero crash when they're trying to time the CPU for running at the desired speed.
I also don't know about data transfer rates but if you want to emulate the really old stuff in DOSBox, you'll need to carefully examine pages like https://www.dosbox.com/wiki/Performance because there are plenty of games that do a divide-by-zero crash when they're trying to time the CPU for running at the desired speed.