Songs ON iPhone but won’t show in playlist

jasonberkeley,

Since your iPhone is all up to date, let's also make sure iTunes is up to date using the steps below:

If you downloaded iTunes from the Microsoft Store

Versions of iTunes from the Microsoft Store update automatically when new versions are released.

You can also check for updates through the Microsoft Store.

If you downloaded iTunes from Apple's website

1. Open iTunes.

2. From the menu bar at the top of the iTunes window, choose Help > Check for Updates.

3. Follow the prompts to install the latest version.

If Check for Updates isn't an option in the Help menu, then you downloaded iTunes from the Microsoft Store.

You can also find those steps in this resource: Update to the latest version of iTunes

Should that still persist, you'll want to reach out to Apple Support: Contact Apple Support They'd be in the best position to look into this behavior further.

Take care.

Hello jasonberkeley,

In order for you to get this resolved, we'd suggest using this link: Contact Apple Support. They'd be able to work with you to narrow down the cause and work towards getting it fixed.

Take care.

Hello jasonberkeley,

Let's try some steps to help get all your music synced to your iPhone from your PC. You mentioned these are purchased songs. Were they purchased from the iTunes Store? If so, sign in to your Apple ID under Settings > [your name] > Media & Purchases. This should help with the songs being greyed out in the playlists.

If those steps don’t help, we’ll need some additional information to provide more specific support.

Do you have iTunes Match?

Do you recall any changes that occurred with your account, PC, or iPhone before the music was grayed out?

Have a nice day.