All of the issues were caused by Windows. Switching them to Mint was seamless experience and everyone has been happier after the move.
You can get adapters to convert USB A to C. YMMV for that, though. I'm not the primary user of these computers, so I needed to make sure the trackpads were working properly.
I started ripping my CDs as soon as hard drives got big enough to fit them, then switched to buying mp3's digitally.
Never got on the streaming/Spotify bandwagon because these services never have every album I have/want.