About the Windows 7 support expiration.

YY1 said
I've re-purposed nearly all of my "obsolete" computers into MP3 players.

I simply install an MP3 app (like the free version of 'MusicMatch Jukebox" and hook the audio out to one of my vintage home stereo setups. The MMJB interface is one of my favorites. I wish a similar one would show up on a car stereo. I've considered putting an old laptop or tablet in my car just to get the MMJB interface.

So far I have one in the house and one in the shop, but one more for each location is on the near horizon.

The shop unit has no internet connection. The house unit does, but I don't normally use it. Not necessary for what the new purpose is.

If the HDD is not large enough for your collection, "simply" buy a USB stick for it.

Music is one of the main reasons I keep an older OS around because I have the Hi Q recorder software that lets me record anything the computer can put out of the speakers.
It records as unprotected stereo MP3(meaning you can move the file to other devices or burn to disc for the car)
That program and an old school Creative Sound Blaster digital sound card with a software EQ is the ticket.
Older music with weak bass or crappy mid range can be altered before it gets recorded.
The recorder only works with certain sound systems of which Creative is one.
Factory installed sound chips often don't work with it.

Example for you: www.letsgocomputers.com/music/AllIeverWanted.mp3
A Carlos Santana song.