Make sure the resolution of your artwork intended to be added meets up to their specifications and when adding the song you also upload the artwork too.
You can check below steps to fix the issue. When iTunes artwork not saving issue occurs, you can make use of the following tricks to assist you to fix it based on the main reasons listed in the first part of this guidance.
1. You can first check your album artwork format and the resolution. If this is the case, you can use a tool to convert the format into JPG, BMP, GIF or PNG and adjust the resolution below1024 x 1024. You can also find and download another proper album artwork image online and save it according to the iTunes artwork requirements to add it to iTunes music.
2. If your music in the iTunes library is in the format of WAV, you can try to convert it to AIF to try to add the album artwork again, for AIF is one lossless audio format, which can fix this error properly.
3. You can also clear your music artwork cache in iTunes to make room for new images. Thus, you may be able to deal with this issue successfully.
4. It is also a good idea for you to update your iTunes to the latest version to try to get rid of the issue of iTunes artwork not saving.
5. You can also hit on the cloud icon at the right side of each music item to download the album artwork to iTunes library.
6. It is sensible for you to check the permissions of the "Add Artwork" function by clicking on one track to choose the option of "Show in Finder". Then you need to right-click on the item shown in the Finder to select "Get Info" and drag down to the area of "Sharing and Permissions" to change "Read Only" to "Read and Write" via entering your credentials. Finally, you can hit on the lock icon to save your changes and try to add album artwork again.
These little tricks may be helpful for you to resolve the issue of iTunes album artwork not saving. You can give it a go to assist you to get your work done. Chances are that you may have to try them one by one, but the good result counts.
For more details, check: Fixed: iTunes Not Saving Album Artwork
The best and quickest solution is to use Tunesleeve now at version v1.0.11 costs about £20 then check that it has worked using MP3Tag now at version v2.44 by selecting you iTunes folder.
N.B.> Be careful tunesleeve will actually rewrite the ID3 tag of the MP3 so will MP3Tag as well but this is not as east to use as Tunesleeve
N.B.B > iTunes only displays artwork by association on DRM MP3's which means that they wont transfer artwork to other players tunesleeve will do this for you.
N.B.B.B> Make sure that if you want to keep the HQ downloaded artwork when using tunesleeve select the correct BUTTON to keep them or they will be lost forever.
Remember this is the best solution for ripped CD and aquired MP3's that have no DRM most that don't have artwork, tunesleeve gets its artwork from www.amazon.com images.
LOL
Find the album art/covers on google and save them to your computer. Go to itunes and go to your album. You have to go "in" to the album by dubbleclicking it. Then rightclick the empty albumcover and select info. Then choose the Pictures tab. There you can upload your picture to the album. And when you sync your ipod it shows on the cover flow.
I followed the instructions here, saving the cover artwork from amazon and then adding it using the 'get info' tab for the album. http://www.downloadsquad.com/2006/11/30/how-to-fix-your-itunes-artwork/
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