And for easy drop in or out, use Sharepod.
Most easy tool I find years ago and still in use with me : )
Add and remove music, videos, playlists and artwork on your iPod.
Backup all those tracks you just can't lose onto your computer. Import them automatically into your iTunes library.
SharePod can run straight from the iPod itself, so you can use it at work, school, home - wherever you and your iPod are.http://www.getsharepod.com/