Can't download from itunes store

About a month ago, I attempted to update my new contact info for iTunes on my iPhone. Each time I hit submit, I received an error. However, the $1 test charges went through to my account, but were never removed, resulting in about $9 worth of extra charges on my account, which I just noticed. I had to change my contact info on Apple's site. This was the only iPhone-related incident. The following are desktop (MacBook Pro) specific. However, all are iTunes-related.
A few days ago, I attempted to download the about $27 worth of music from my Wish List and continually got errors. No music was downloaded, and each attempt resulted in a different number of errors, ranging from 35-70 in total. I have the error messages saved as text files and have screenshots of the incident.
I can't download free or paid content from the iTunes Store on my MacBook now either. When I attempt to re-download, I see the progress bar blink and then nothing. Now, I am having problems syncing my iPhone as well. Playlists and Events from iPhoto do not sync, but my Music does. I get *"required file cannot be found" and "Unknown error occurred - 13019."*
I have appropriate permissions on all of the needed folders, and reinstalling iTunes did not help. I'm not sure what else it could be. I would really, really love to fix all this.

Now, I am having problems syncing my iPhone as well. Playlists and Events from iPhoto do not sync, but my Music does. I get "required file cannot be found" and "Unknown error occurred - 13019."
Even if you've got a higher OS version on the phone, the following document is a good place to start with that one:
[iPhone OS 3.0: Error 13019 during sync|http://support.apple.com/kb/TS2830]

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