Itunes playlist transfer sony walkman

Hey there SSJ2023,

Thanks for reaching out to the Apple Support Communities.

For the best steps on how to transfer your songs and playlists from your iMac to your Walkman, check out the steps listed in this link here: Transferring music by drag-and-drop using iTunes - Sony USA

1. Connect the Walkman player to the Mac using the supplied USB cable. Once the connection is completed, the WALKMAN icon or microSD card name will be displayed on the Macintosh computer.

NOTE: With a Walkman player that supports microSD card, transfer destination can be specified for the content. For more details, refer to the manual supplied with the product. 

2. Select WALKMAN in the sidebar of Finder, then open the MUSIC folder.

3. Transfer music using one of the following methods:

- Transferring from Finder

1. Double click the folder where the music you want to transfer are stored.

2. Place the folder next to the MUSIC folder of the Walkman player.

- Transferring from the library screen of the iTunes software.

1. Open iTunes, then open the iTunes library window.

2. Place the folder next to the MUSIC folder of your Walkman.

4. Drag-and-drop the music you want to transfer to the MUSIC folder of the Walkman player. Once the music you want to transfer are displayed in the MUSIC folder, the transfer is complete.

NOTE: Music and folders will be arranged in alphanumeric order. Hierarchy may differ depending on the Mac OS environment.

5. Drag-and-drop the WALKMAN icon to the Trash icon to safely eject the Walkman player. Once the WALKMAN icon disappears from the Desktop, disconnect the Walkman player from the Macintosh computer.

If still having issues after going through the steps above, the next best option would be to reach out to Sony's support for additional information, and possible troubleshooting steps. Check out this next link for help with reaching out to Sony's support directly: Contact Us - Sony USA

We hope that's able to help.

Have a great day!