Unfortunately I don’t have any ideas but whenever I listen to the live Underworld Everything Everything or The Chemical Brothers Don’t Stop live Album rather than them playing continuously they either stop halfway through a song or stop playing and then start playing again when it’s the next track.
This has never happened before but it’s starting to increase with different mixed albums.
you could try signing out of Apple Music and iTunes then click don’t sync music then sign back in to both and then sync tracks again.
Are you using iTunes Match? I’ve noticed that since paying for that something has disrupted the algorithm that Apple Music use. Wish I could turn it off now. But I will try to investigate this issue further and see if there is a solution.