Most programs (iTunes, Double Twist) will put the album art into a folder and then put all songs that pertain to that album in the same folder; thus allowing the album art to appear for all songs in that album. If you do it that way (which I think is a pain in the ass), all the file extensions have to be .jpg, as noted above by Copa Native.
The other way in Media Monkey is to right click on the song and click Auto Tag from web. If you are doing you're whole music library, this will be a tedious process. I only put current playlists on my phone so it's not too much of a hassle, plus iTunes gets album art for about half of my music.
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