Songs from Concert won't play in order

I purchased and downloaded a live concert. I can't get the ipod to play the songs in the order they should be played. They are fine in my main folder. But the ipod won't play them correctly. The concert was long enough to cover 3 cds. I created a playlist with just the first set songs and a second with the 2nd set songs and encores. They appear in the correct order in the playlist, but they won't play correctly when I select the playlist.

Is there anything systematic in the order in which the songs do play? For example, is it ignoring the fact that you may have two albums with the same name and similar track numbering and the only thing distinguishing them are the CD number?

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Hi there jayc401,
You may want to try deleting those tracks from the device and downloading them again from the iTunes Store. Take a look at the article below for more information.
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I did a reset, but this didn't fix it.
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For difficulties transferring iTunes purchases, see this.
iPod does not play content purchased from the iTMS.
If you have made sure that both the iTunes and iPod software are current and have deauthorized and reauthorized your computer, try this test:
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4. Play the song in that user account to authorize again.
5. Restore the iPod (using the iPod updater) in the new user account.
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Quick update.
I seem to have fixed this for now - I restored the ipod and then ran an old updater (I think september 2005) and then re-synched again to get the tunes back. Since then the problem hasn't re-occured and I haven't needed to hook it up to the laptop for over a week now.
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Enable the iPod for disk use. See How to enable disk use.
Go to "my computer" and from the tools menu/folder options/view tab, enable "show hidden files and folders" in the advanced settings pane. Open the iPod in "my computer". Look for a file called "iEKinfo". Is it there? If so, make a copy of this file and save it somewhere easy to find (the desktop for instance). Do this also with the "iTunes DB" file. Don't worry if you can't see these files.
Create a new administrator account. Log out of the current account and log in to the new one. Then restore the iPod to factory settings.
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I have little exclamation points next to some of my songs and they won't play how do I get them to play?, I have little exclamation points next to some of my songs and they won't play how do I get them to play?

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I am not an expert but here's my two cents:
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Recently downloaded chris stapleton song and it won't play. what's up?

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Delete the track from the iTunes library, allowing iTunes to move the track file to the Trash. Then download the track again from the iTunes Store via this procedure:
http://support.apple.com/kb/ht2519
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Downloading past purchases from the App Store, iBookstore, and iTunes Store
http://support.apple.com/kb/ht2519
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http://support.apple.com/kb/ht1933
Best,
Sheila M.

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Songs from Concert won't play in order

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