I have had numerous clients encounter trouble with the common "multi-boot" setups. None of them use it any longer, and the "troubles" they had with that arrangement went away right along with the multi-boot approach.

OTOH, I've had a colleague or two use an environment, the name of which escapes me at the moment, that allows using multiple concurrent OS' at the same time, so you can perform one process under one OS, save it to HDD, and instantly switch to another OS, often LINUX, to perform another on the output from the first, and so on. Nobody I know wants to use multiple versions of Windows in such an environment, however, not that there's any reason they couldn't. I just consider it a waste of space.

I have a box or two that use frame/tray arrangements, which allows me to insert whatever OS I want, as the boot drive, and retain other resources. That might work for you, too. IIRC a frame/tray assembly, of which you'd want to obtain one for each drive, costs about $15. I didn't find that painful enough to prevent me from buying a half dozen or more of them.

RE