Sounds like an Apple product.
Is it your first iPhone? You will get three months (or something like that) free when you first activate an iPhone and the. You will have to pay around $10.00 / month to continue to use the Apple Music / iCloud / Apple TV service as a bundle service. Apple Music subscription is not free.
I am making assumptions that we are talking about Apple Music and that he has some music directly on the device. Go to Library in the music app, then go to Downloaded titles.
Let's explore a fact here. The most basic purpose of a computer is file transfer. If you work up a project on your computer and you can't transfer that data to the rest of the world, what did you accomplish? Are you planning on having the bulk of 8 billion people dropping by your place to review and critic your work?
If I had FU money I'd sue the hell out of Apple. There has to be some sort of anti-trust violation in the way they are forcing this. For example...Amazon Music does not force you into a subscription in order to purchase and download music and they don't alter your file so that it can't be used elsewhere. I have over 1800 songs. As I am new to Apple, I still have 60 or so days of 'free' Apple Music but after that, unless I enter into a paid subscription, I will lose access to all 1800 already paid for songs. Why should I have to pay for a service (monthly) when I will not likely be downloading very much music from them in the future?
I feel your husbands pain. Now, what do we do about this? Pool our resources and file class action against Apple? Pardon my rant.
Syncing playlists to your iPhone is easy peasy and it's forever music. No subscriptions, no gimmicks with copywriter restrictions on, well, number of devices to which you can copy...
Need more detail...”...all his music” doesn’t tell us much. Music he purchased from the iTunes Store/Apple Music and downloaded to his phone? Music he owns that was “ripped” from CD’s or records? Music he played on an instrument and recorded to his iPhone? Music from an “Apple Music” monthly subscription? Music purchased from a 3rd party music store like “https://www.hdtracks.com“? Or ???
So far I can still get all my music on the iPhone without an Apple Music subscription. Sometimes, but not always, if I try to use Siri in the car, she can’t find a certain playlist, but I can still listen any of my tunes using the phone directly.
Go to Apple Music.
On the bottom of the screen you should see “Library.” Click on that.
Then on the bottom of the list, click “downloaded.”
If his songs are not there, then connect the iPhone to where his songs were on a PC and resynch them.
You should be able to all of this without any subscription.
I use my Samsung phone for most of my music listening, editing, etc. these days. My collection will play for 12 days straight...about 80 gig. I just recently found a 128 gig USB C to A thumbdrive, loaded all my stuff on it and modified a protective case for the phone to mount the very thin drive to the back of the case...a couple of tiny USB C angle adapters later...the whole thing is slim and fits neatly fits in my pocket.
Ain't technology wunnerful?
I have had an iPhone for several years and generations now and occasionally run into an issue where a handful of songs I’ve purchased, have stopped playing. Had to get Apple on the phone for assistance. If he subscribes to the monthly service, I would still reach out. My point is there are at least two types of subscriptions for iPhone music. I’m sure there are other 3rd party music applications. Best of luck.
Get rid of that piece of junk and buy you a real phone.