What does DRM have to do with this though? Presumably the point isn't whether or not he can move these to another machine with a hardware/software dongle gettin

What does DRM have to do with this though? Presumably the point isn't whether or not he can move these to another machine with a hardware/software dongle getting in the way. I take it that the point is that the Apple license prohibits him from legally giving/bequeathing these songs to anyone of his choosing.