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Error-69 with iTunes

I can't seem to sync all my iTunes music library with my new 160gb iPOD classic. Instead of auto-synchronizing with my iTunes library which has over 22gb of audio files, it stops at around 4gb then an iTunes error notification message pops up saying there's an unexpected error (-69). I can manually load my files but it still stops at around 18.51gb. Is there a conflict with the Windows Vista OS? I brought my laptop (HP Compaq Presario V3000) and iPOD to the Power Mac Center here in Manila, Philippines and they don't know what to do. I have the latest iTunes software update and even updated the software for the iPOD itself. My Norton Antivirus is likewise updated and licensed. Help me please to get the best satisfaction from my new gadget. What's the point of getting a 160gb if I can't load all my songs in it. Thanks. I have the exact same problem with a 160G ipod and it's driving me crazy.

Any help would be greatly appreciated.


  • Anonymous May 12, 2009

    Our computer was struck by lightning. We have recovered all of our tunes from the old computer. However, while transferring the music the program begins to recover the music from the cds and then an error (-69) will randomly interrupt the process.

  • questionking May 23, 2009

    This is insane...i have the same problem my ipod 30gb wont transfer 95% of the songs i have because they do not work...what the hell was Apple thinking?! The solution u gave me would take days to put all the songs on which work sorry cyber kaka but this is doesnt work...any fixes or patches maybe?? or does anyone know HOW and WHY this error occured??

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  • Posted on Dec 08, 2008
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Summary When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:
"Attempting to copy to the disk failed. An unknown error occurred (-69)" Products Affected iTunes, iPod
This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).
To figure out which file (or files) is causing the error, update to the latest version of iTunes and then do this:

  1. Control-click (Mac) or right-click (Windows) on your iPod icon in the iTunes Source pane, then choose Sync Songs from the shortcut menu.
  2. Watch the display at the top of the iTunes window while your iPod is being updated. The name of the problematic file should appear in the display right before the error appears. Then remove the bad file from the list of songs to be synced to your iPod.
  3. Select the iPod in the iTunes Source pane.
  4. Click the Settings tab.
  5. Select the "Only sync checked items" checkbox (please note that this checkbox is only available for an iPod configured to update automatically).
  6. Select the appropriate item under Library in the sidebar and find the bad file in the list. (For example, if the file in question was a song you would select Music in the iTunes Source pane. If it were a video you would select Movies or TV Shows in the sidebar.)
  7. Deselect the checkbox next to the file name.
  8. Repeat steps 1 and 2 to update your iPod. If you have multiple problematic files in your iTunes library, you may need to repeat the other steps to remove them too.
To prevent future issues, you should delete the unusable files from your iTunes library, then restore them from a backup or reimport them from a CD.
If you're not able to isolate to any single file or if another iPod works with the same songs, then disconnect any other devices connected to USB or FireWire and try again. If the issue continues, then then try resetting your iPod. If the issue continues, then restore your iPod.

~~~~~~~~~
Cyber kaka
~~~~~~~~~

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  • Posted on Dec 11, 2009
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I've done all these steps multiple times and it still doesn't fix the problem. Any other solutions??

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Anonymous

  • 11 Answers
  • Posted on Jun 02, 2008

SOURCE: error-69 with iTunes

I suggest you upgrade the versoin of Itunes on your computer. also try to update your windows, this should resolve the concern

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Don't wanna sync music from my iTunes Lybrary to my IPod, it comes with a massage; Attempting to copy to the disk ''OWNER'S IPO '' failed. An unknown error occurred (-69).

it sounds like your ipod is either not writing to the ipod disk, or your itunes is not seeing your music library.
Open itunes and at the top click on the Edit button, the click preference, then Advanced
you will see your itunes library path. it it is correct, your ipod is malfunctioning and not writing to the ipod hard drive. You may need to replace the hard drive. contact a local ipod repair shop
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I am trying trying to sync my ipod and i keep getting a -69 error

Thank you for contacting Fixya Support, I am glad to assist.

An -69 error with an iPod occurs when iTunes sends a file or few files to your iPod, which may be corrupted and therefore unusable.

In order to remedy this issue, it is advisable to run the latest iTunes update and per this link directly from Apple Support which address this issue, try the steps provided in this support link below:

iTunes -69 error when syncing with iPod

Follow the steps listed in this Apple article and you should be able to regain access to syncing your iPod in iTunes, whether on a Mac or PC, without further issue.

Let me know if this helps.

Regards,

-Mactechtrainer


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first reset your Ipod from advanced settings.. Upload the library on Itunes from ur external HDD and try sync again.. it should work!
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160G problem

When you try to sync files to any iPod in iTunes on a Mac or Windows computer, you might see the following -69 error message:
"Attempting to copy to the disk failed. An unknown error occurred (-69)"This error occurs when iTunes tries to send files to your iPod, but a file (or files) is unusable (something is wrong with it).


To figure out which file (or files) is causing the error, update to the latest version of iTunes and then do this:
  1. Control-click (Mac) or right-click (Windows) on your iPod icon in the iTunes Source pane, then choose Sync Songs from the shortcut menu.
  2. Watch the display at the top of the iTunes window while your iPod is being updated. The name of the problematic file should appear in the display right before the error appears.Then remove the bad file from the list of songs to be synced to your iPod:
  3. Select the iPod in the iTunes Source pane.
  4. Click the Settings tab.
  5. Select the "Only sync checked items" checkbox (please note that this checkbox is only available for an iPod configured to update automatically).
  6. Select the appropriate item under Library in the sidebar and find the bad file in the list. (For example, if the file in question was a song you would select Music in the iTunes Source pane. If it were a video you would select Movies or TV Shows in the sidebar.)
  7. Deselect the checkbox next to the file name.
  8. Repeat steps 1 and 2 to update your iPod. If you have multiple problematic files in your iTunes library, you may need to repeat the other steps to remove them too.
To prevent future issues, you should delete the unusable files from your iTunes library, then restore them from a backup or reimport them from a CD.


If you're not able to isolate to any single file or if another iPod works with the same songs, then disconnect any other devices connected to USB or FireWire and try again. If the issue continues, then then try resetting your iPod. If the issue continues, then restore your iPod.
0helpful
1answer

Error-69 with iTunes

I suggest you upgrade the versoin of Itunes on your computer. also try to update your windows, this should resolve the concern
0helpful
4answers

How to download

If you are asking how to add songs to you iPod
(assuming you want to use iTunes)

Sync your iPod with iTunes
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  1. Connect your iPod to your computer.
  2. When the iPod icon appears in the iTunes window (below Devices), select it.
  3. If the Summary pane isn't showing, click the Summary tab.
  4. To automatically sync your iPod:
    1. Make sure that "Manually manage music" is not selected.
    2. Click the Music tab and do one of the following:
    3. To automatically update your iPod with all the songs and playlists in your library, select "Sync music" and then select "All songs and playlists." iTunes loads the songs and playlists in your iTunes library onto your iPod, and deletes songs from your iPod that aren't in your library.
    4. To automatically update your iPod with only certain playlists, select "Sync music" and "Selected playlists," and then select the playlists you want synchronized.
  5. To manually sync your iPod:
    1. Make sure that "Manually manage music" is selected.
    2. Click Music (below Library, on the left side of the iTunes window) and then drag songs and playlists to your iPod.
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