Can only load files to internet or email by searching for name, files don't show up in window

To anyone who can assist me,
When I go to load something onto the internet from my computer - let's say a movie to YouTube or a file into an email - it brings up the options menu (with my desktop and folders all available on the left hand menu) but doesn't ever show any files. It just shows a turning wheel and loads until you click out of it.
The only way it will show a file is if I repeat the process, but just start typing a file name into the search command. Shows up every time then. Thoughts?
Thanks!

You have 'all items' selected at the top of the Kindle app ?
You can delete the book via the file sharing section in iTunes, just select it and press the delete button on your keyboard and you should get an option to delete it.
Have you tried emailing it to the email address that is associated with your kindle ereaders/apps ? Tap the cogwheel icon at the botton right of the Kindle screen to open its settings and you should see a email address - you can then try emailing the book to that and see if it appears on the device/cloud

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