As is well known, iTunes is used to manage iPod files and transfer files to iPod. It is complexed. You may feel weary. If there is a tool to help you to manage and transfer the iPod files simply, what a good thing. iPod File Transfer just the right choice
iPod File Transfer is a powerful file transfer tool.
It is also an iPod management tool, it helps to transfer music, playlist, videos and photos from Mac to iPod, copy files from iPod to iPod, and backup iPod files to Mac or iTunes.
Here take iPod Shuffle for example to show howto:
Step 1: Download and Install the software, and then Run the software, connect your iPod/iPhone to your computer via USB cable. After done, the iPod icon and its library and playlists appear in the Device list. Notice that iPod File Transfer finds all the music and videos in your iPod.

Step 2: Creat a new playlist that you want to import files to it.

Step 3: Click the "iTunes to iPod" button, and choose the add files, and then press "Open". And you can see the import progress bar. This may take some time depending on the amount of songs and videos you choosed.

Step 4: When the import progress finish, you can get a prompt box. And the add files appear in iPod File Transfer filelist window.

Not only iTunes to iPod, it can also support transfering from iPod to Mac, iPod to iPod, iPod to iTunes, iPod to iTunes, Mac to iPod etc.
