TuneJack - $14.99
TuneJack works with the iPad, iPod touch and iPhone.
TuneJack is a very easy to use utility to recover songs off your iPod, iPhone and/or iPad. It doesnít have all sorts of bells-and-whistles like iGadget does. It is has one purpose in life and it does itís job well. It walks you right through the process. You simply start up TuneJack and wait for it to tell you to connect your iPod/iPhone/iPad. You then connect your iPod/iPhone/iPad. TuneJack will then detect that the iPod/iPhone/iPad has been connected and then allow you to click a single button to start the process. When the button is clicked, TuneJack will go about its business. It will copy any songs that are on the iPod/iPhone/iPad to your PC. If you tell it to transfer songs to iTunes, it will only copy songs that are not already in iTunes. It will also copy over any playlists that are on the iPod/iPhone/iPad and not in iTunes as well as update existing iTunes playlists with any new songs copied over from the iPod/iPhone/iPad that should be part of those playlists.