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Aug 19, 2015 6:39 AM in response to spattergyby sterling r,Hey there spattegy,
It sounds like iTunes is quitting unexpectedly when you try to use the File menu to add content to your library. I would use the troubleshooting in the following article to help you get that to stop happening.
Fix unexpected quits or launch issues in iTunes for Windows
If it comes to uninstalling and reinstalling iTunes, there are step by step instructions for deleting it and its associated components that it will walk you through the process. Although it's highly unlikely that you'll lose any of your iTunes Library when following the steps below, first make sure that your iTunes library is backed up.
Back up your iTunes library by copying it to an external drive - Apple Support
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