I am trying to backup my Itunes onto my external hard drive. I am at the step where I on Itunes, click on File - Library - Organize library. I am suppose to check mark both boxes there, It won't allow me to check mark the second box, why? How to fix this.

I am trying to backup my Itunes onto my external hard drive. I am at the step where I on Itunes, click on File ->Library ->Organize library. I am suppose to check mark both boxes there, the first being "Consolidate Files" & the second being "Reorganize files in the folder 'Itunes Media'. I am able to checkmark the first box but It won't allow me to check mark the second box, why? How can i fix this? Please help!

Well you must have made a mistake somewhere. The last instruction of step four reads:
When you've found your iTunes library folder, drag that folder to your external hard drive. This will begin the iTunes backup. The amount of time the backup will take depends on the size of your library. When the transfer is done, your backup is complete and your external hard drive can be disconnected.
Normally dragging content from to a new location on a different drive will result in a copy action which is what you were supposed to do. At a guess you somehow managed to move the iTunes folder. Then when you started iTunes it created a new blank library for you assuming it had just been installed rather that raising a warning.
Close iTunes. Rename the iTunes folder on the internal drive as iTunes (Empty) then copy the iTunes folder from the external back into the User's Music folder. Start iTunes. All should be well.
When you've made sure it all works please read my User Tip and use that method to backup in future. Since you already have a folder with the backup in place you can skip the "Make New" operation in the fourth step and simply choose the external folder.
tt2

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