Ipod resets on same song

My iPod always resets itself at the same point of the same song without fail. I've manually reset the iPod, resynched, and still the same result. Before I delete the track and redownload, has anyone ever encountered this? This track plays fine in iTunes by the way.
In case you need to know, the track is Vermicide from the disc Amputechture by The Mars Volta. And it wasn't downloaded from iTunes, I used another (russian) site.
As an aside, my album artwork does not sync with 50% of the music. This will be another post but I thought I'd put it in here as well.
Thanks all!!

As mentioned, you need to be using the correct iTunes version (iTunes 7 or later for the 2nd gen nano). Also, have you tried going through the "5 R's"? If not, you need to try them. Save the restore for last.
The "5 R's"

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My ipod repeats the same song over and over - how do I get it to play the next song?

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Make sure the repeat setting is turned off. For mor help, see your iPod's User Guide.
http://manuals.info.apple.com/en_US/iPod_nano_6thgen_User_Guide.pdf
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By the way, this never happened with my iPod Nano.
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I discovered on the radio itself that there is a Repeat Button on Button #6. I stumbled on it by accident...it wasn't in the User's Guide. Guess I answered my own question!

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Change the the update option on your iPods "automatically update selected playlists only". You can each make a playlist of your own with your own songs in it and each iPod can be set to update from it's own list. Make your playlists "Smart Playlists" and limit the size to just below the advertised capacity of your iPod Nano (around 1800MB for a 2G). For more information have a look at this link:
How To Use Multiple iPods with One Computer
You can read more about playlists at these links:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
For info:
The iPod offers three ways to transfer music from your computer. You can select one of the following update modes from the iPod Preferences menu in iTunes (Edit=>Preferences=>'iPod' tab):
1) Automatically update all songs and playlists. This is the default mode, in which your entire music library, including playlists, is automatically synced to your iPod. If the music library on your computer exceeds the iPod storage capacity, you are prompted to select a different update method.
2) Automatically update selected playlists only. With this option, iTunes automatically copies the playlists you have selected to the iPod when you connect it to the computer.
3) Manually manage songs and playlists. You can also choose to transfer music to the iPod manually. This allows you to drag and drop individual songs and playlists from iTunes to the iPod.

Why does my iPhone 3G/iPod repeat the same song over? I can't get any playlists or albums to play...

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You have probably Repeat turned on. See the top of p. 77 of the User Guide.

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hey guys i hace a very new Ipod Nano 2GB.i m using it with iTunes 4 point somethin.Myu problem is that most of the songs though are working properly, my ipod resets on a few selected songs and never plays them.every time i try to play those particular songs my Pod resets and the Apple logo appears...it restars but still doesnt play those songs,,,,,,,,please someone help...

As mentioned, you need to be using the correct iTunes version (iTunes 7 or later for the 2nd gen nano). Also, have you tried going through the "5 R's"? If not, you need to try them. Save the restore for last.
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My itunes somehow got damaged and rebuild itself a few weeks ago. When it finished I had to reset some things with the way itunes displays and plays my music. Also somehow it duplicated a couple of my playlists. I deleted the duplicated playlists and reset all the diplays back. Now it works fine.
The first time I synced my 160g classic is seemed to sync fine. The second time it came up with notice that it couldn't sync to the ipod and I had to reload the software and reset the ipod. I did this and it reloaded my 16,000+ music library. (I have the latest itunes and ipod software)
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I have been having the same problem... AND I HAVE IDENTIFIED THE SIMILARITY IN ALL OF MY PROBLEMATIC MP3'S...
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While playing any song on your iPod, tap the artwork to bring up the scrubber bar and additional controls. On the left hand side is a option for repeat. You want to make sure this icon is white (meaning it is set to Off). If it isn't tap it either one or two times to change its current setting.
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These links should help:
Natalie Beresford: Multiple iPods/iTunes Installations
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My Ipod Nano keeps repeating songs while in shuffle mode

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Have you got the settings on iTunes to how you want? Often the iPod carries over these settings. If you are not aware of the second music menu when you are playing music, it has the shuffle icon, repeat icon and Genius icon. You have to tap whilst looking at an album cover, and then slide to the side to get to it. If that isnt the case, in settings, there is a section where it asks you what you would like to shuffle, songs, artists, albums or whatnot. You may want to switch that off.

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I have a 80gb Ipod classic. In Itunes I set the smart shuffle in Preferences to "less likely". I can't find a similar setting on my Ipod. Every time I play any Playlists on the Ipod using shuffle I always hear some of the same songs. Some playlists have thousands of songs and yet I seem to always hear the same ones. Why is this happening and how do I fix it?

You can avoid repeating songs by setting up a playlist in iTunes and have iTunes shuffle that list, or you can create a playlist manually and set up the order. (The latter isn't the fun way to do so.) When you play that playlist on the iPod, turn the shuffle off and just play the list. As long as the playlist isn't lost, there won't be any repeats. This is the best way I can think of, because I have the same desire. (Remember, the list can be lost when you connect the iPod to the computer or even manually resetting it.)
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My iPod will play a set of songs in shuffle and if I pause it thn come back to it a few hours later it won't play the song I left off on. It starts to play the same songs in the same order I heard them in earlier. I play the songs on shuffle from about 600 songs. It's not a playlist nothing it wrong. It just comes back to songs it already played.
For example in the morning I hear track 1,2,3,3,5,6,7,8 & 9
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Try:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Unsync all music and resync
- Reset all settings
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:
iOS: How to back up
- Restore to factory settings/new iOS device.

Ipod shuffle repeating same ten songs...

I am new to the Ipod shuffle and so far only have 45 songs on it. If I have it on shuffle, it replays the same 10 songs over and over, or even the same song twice in a row. I have tried turning it off and switching to have them play it in order and it still plays a few of the same songs over and over. I have yet to listen to all of my songs...Please help!

Hi again, Joe,
The only other option I can think of, besides sending your iPod in for service, is the iPod shuffle Reset Utility. Download the Reset Utility, and try resetting your iPod that way:
About iPod Reset Utility
If that doesn't work, then you might need to send your iPod in for a replacement. If it really seems to be having a problem, Apple might just replace it for you.
When did you purchase your iPod shuffle, and how long will it be until your 1-year warranty (or the extended, AppleCare Protection Plan, if you've got that) runs out?
If your iPod has at least two months to go for its warranty, or so, then it would probably be best to send it in for service.
To arrange an iPod Service request online, you can start at this link here:
iPod Shuffle Service
-Kylene

Ipod resets on same song

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