How do I get my playlists to load via car USB?

Some of my newer playlists won't load when hooked up to my car's USB port. I can navigate to the playlist through the dashboard display but when it is selected none of the songs show up. I tried syncing with my computer and hooking it up again but that didn't work. A couple of my older playlists will load. Not sure what's causing this to happen.

I'll try that.
The car is brand new... As of Friday haha so I don't think there would be a problem with the system.

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