Trouble putting videos and songs on iPod

I was and am still having trouble uploading a wmv file to my iTunes playlist and putting it on my iPod. When I decided to upload the six videos I had already had on my Movies playlist (via syncing) I aborted due to it taking too long. After aborting, however, it removed all 1500 songs off my iPod. Now I cannot drag and drop songs onto my iPod.

I was and am still having trouble uploading a wmv file to my iTunes playlist and putting it on my iPod.
The iPod cannot play .wmv files, so you need to convert it to a format that the iPod can play.
See this for help: Guide to converting video for iPod (Mac/Windows).
Now I cannot drag and drop songs onto my iPod.
Bear in mind you can only do this if the iPod is set to manual transfer.

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