When does iTunes embed artwork?

I'm setting about re-ripping my CDs that are variably stored compressed as MP3/AAC files into Apple Lossless.
The idea was to rip lossless on one machine then transfer over network to second Mac using Home Sharing.
On one album it downloaded the artwork but got it wrong for a few tracks with different artwork.
I transferred across to second machine, and this time different tracks had the wrong artwork, so presumably it was fetching from internet each time and had not embedded the artwork initially on machine 1.
Another album had the wrong artwork entirely so I manually changed it with Get Info, and I believe this embeds the artwork in the file (so long as the files aren't referenced and are actually in the itunes music folder?) - copying this via Home Sharing and the manually added artwork was retained and presumably embedded.
Seems daft that itunes doesn't have a preference to always embed artwork.
So, anyone have any clear guide as to when artwork is or isn't embedded? Which file types (some won't support artwork/metadata) ?
I'm sure someone has a logical explanation of all this !
Cheers.

dbjordan66 wrote:
The best explanation is that itunes is horrendous at getting art work for ripped cd/songs.
It can be, yes.
Use a third party app. If you are redoing your entire libary, I would suggest Muvundercover.
Good to have a recommendation, but unfortunately i'm not currently running Windows.
One issue I have with simply using search engines is that while you can often find decent cover art manually, the links seem to increasingly point to dodgy sites talking about file-sharing etc, and I am very wary of even clicking on the links.
One advantage of music downloads is that you do tend to get decent artwork even if it's not embedded, but until I can get lossless audio I see little point for most stuff when the CD is just as cheap - convenience factor and impulse buys after a few beers tend to scupper this plan though!
If itunes can rip CDs losslessly then I see little reason why the content vendors are so obstinate about allowing CD (or better) quality uncompressed legitimately purchased downloads.
AC

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