Making Multiple Entries Into iTunes Library Columns

Is there any way to enter the same data for multiple songs into a column I have selected for my iTunes library? For instance I would like to subdivide my jazz songs into categories like Bop, Bosa Nova and Progressive. I added the columns "Category" and "Description" to my library by selecting View>View Options and checking the boxex for Category and Description. Those columns now appear in my library and I can enter data for one song at a time by clicking on the column for that song. However, I cannot find a way to enter data for multiple songs in those columns at one time. I can highlight multiple songs and go to File>GetInfo>Info to enter the same data for the selected songs but only for the fields included in the Info dialogue box. The new columns I selected, "Category" and "Description", were not added to the Info dialogue box so I cannot modify this data there. A simple solution from Apple would seem to be to automacally add all selected fields to the GetInfo>Info dialogue box, but that option does not seem to exist at this time. Does anyone know how I can enter the same data in multiple songs in these additional columns all at once. Thanks
HP Pavillion dv1000 Windows XP Pro iTunes version 7.0.2.16

OK, I'm done writing the app.
Go to my iTunes scripts page and follow the link there for downloading Perl (if you don't have it already). Install Perl, and then download my itunes_info script. Select the track(s) in iTunes, then run the script to edit the Comment and Description fields for multiple (or single) tracks. You can get a freeware utility similar to GhostTyperXML to attach the script to a key combo if you're going to be doing this a lot.
In addition to allowing you to edit the comment and description fields, it will allow also you to rate songs using 1/2 stars (e.g. 2.5 stars).
Sorry, you cannot use it to change the artwork.

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First head over to the Sony Vaio site and get the update for the software, that will stop it from messing with the iTunes database/library files when you connect your iPod.
http://support.apple.com/kb/TS2715
http://esupport.sony.com/US/perl/swu-download.pl?mdl=VGNP588EQ&updid=4526&osid=28
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M

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I don't know how to automate what you are doing however if it's all the songs in your library that are affected it's quite easy to check or uncheck them all at once without searching.
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Windows Keyboard Shortcuts: http://www.apple.com/support/itunes/windows/shortcuts/
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Welcome to AD!
Your signature line shows you have a Sony. Vaio users worldwide are seeing this.
It's some Sony software conflicting with itunes.
Older topic on that:
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If you are going to start doing advanced iTunes things you need to learn how iTunes works.
What are the iTunes library files? - http://support.apple.com/kb/HT1660
More on iTunes library files and what they do - http://en.wikipedia.org/wiki/ITunes#Media_management
What are all those iTunes files? - http://www.macworld.com/article/139974/2009/04/itunes_files.html
Where are my iTunes files located? - http://support.apple.com/kb/ht1391
iTunes 9 [and later]: Understanding iTunes Media Organization - http://support.apple.com/kb/ht3847 - plus supplemental information about organizing to new structure https://discussions.apple.com/message/26404702#26404702
Image of folder structure and explanation of different iTunes versions (turingtest2 post) - https://discussions.apple.com/docs/DOC-7392 and making an iTunes library portable.
One other tip. Just about every mention I see of people using iTunes with a NAS is something with a problem that results from using iTunes with a NAS. iTunes is likely not written with NAS use in mind. It may work, or it may not. Keep regular backups.

Making Multiple Entries Into iTunes Library Columns

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