[pgm8705]

I find myself contemplating this more and more now, especially as my interest in discovering new music has declined significantly as I enter middle age. My biggest concern would be replicating the cloud aspect of streaming music. Is there a good solution for having access to my library on all my devices as well as my sonos system?

[bluefirebrand]

This is basically it for me

Spotify integrates cleanly with my Android Auto so I can use it to listen to my playlists on my car speakers when driving

I don't want to have to hack something together to do that myself

[Zambyte]

I can listen to my DRM free music from anything with speakers by just converting my FLACs and copying files where they need to go.

The only way I can play music in my car is radio or USB storage. There is an aux port that is broken, and bluetooth only works for call audio. I play my music from a USB drive.

[eddyg]

iTunes Match from Apple. (I think the limit is still 100,000 songs.)

    iTunes Match gives you access to all of your music
    on all of your devices, even songs that you've
    imported from other sources such as CDs.

https://support.apple.com/en-us/108935