I don't know what CUPS is, but I had 3 major reservations about switching my barely functional computer to Linux:
Ive never worked in Linux before
My dive computer only uploads to proprietary software using a proprietary cable.
My Brother laser printer was working SO well wirelessly. It's the first time I've ever not hated my printer
Turns out some amazing people made open source dive logging software so I can still download my dives.
And for printing, I meant to get around to setting it up, then one day I forgot and accidentally printed something and it just worked. I was so shocked that for a bit I assumed that reformatting the hard drive and changing operating systems must've somehow preserved my printer settings.