Not all tracks play in playlists on iPad

I have various playlists set up on my Windows 8.1 laptop. some of which I sync with my iPad.
I have noticed that although all the track names etc. appear in the Music app on the iPad, when I play the playlist, all the tracks do not play.  I have two questions:
1) Is there a way to find out if the files are on the iPad but not playing, or if they're not actually there, and
2) a) If they are there, how do I get them to play, or
    b) If they're not there, why not, and how do I get them there?
Thanks in advance, I hope that makes sense.

I too have a Beep and have the same/similar problem. I run Spotify connect from my phone or laptop and connect to the Beep. When playing a playlist or radio station it will often repeat tracks and sometimes just get stuck playing the same couple of tracks over and over. If I try and queue tracks it is even worse. For example if I queue tracks 1, 2, 3 ,4 and 5. It will play tracks 1, 2, 1, 2, 3, 1, 2, 3, 4, 1, 2, 3, 4, 5. This seems to have been a problem ever since Spotify introduced the "Play Queue" screen showing "Current Track", "Queued Track" and "Next track". The "Queued Tracks" will list the tracks I have queued, i.e. 1, 2, 3, 4, 5. But the "Next Tracks" will list tracks 1, 2, 1, 2, 3, 1, 2, 3, 4, 1, 2, 3, 4, 5.  And that is what plays. This makes queuing absolutely useless. Infact the whole "Current Track", "Queued Track" and "Next track" thing is a complete mess.

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