I ask this because I have about 900 albums on CD that I ripped and then stored away in the loft/under the stairs and could never envisage actually paying a streaming service to listen to stuff I actually have already bought.
I mean, I have an iPod Classic that has all this music on it, and my MacBook too.
It seems odd the general acceptance of streaming services and rent-everything approach these days. Seems very odd to me (but yes I do have a Netflix account, just don't rent everything else under the sun - the worst is Grammarly - why subscribe to a spell check???? Mind blown).
Without the checkbox, iTunes employs its own local folder organization strategy and will update id3 tags and album art from fingerprint lookups.
I'm on a spotify family plan, so it's $15/mo. I was thinking the other day, 1992 me would have been absolutely blown away that, for $6.30something a month, I can listen to virtually anything I want. Yes, I'm "renting" it, but I'll take that over being able to only buy 3 CDs a year.
I have this dark suspicion that that this is a perfectly acceptable outcome to music steaming concerns.
I'm not saying that Apple or anyone else is intentionally trashing libraries to encourage streaming. Just that they have no good reason to care about your carefully curated library, and in fact have something to gain if it went away.
How not to mention Jaikoz? This small expensive horrible yet useful java software does organize MP3s for you - it even connect to online DBs. I use it since those times...