Sony NWZ-S544 - Manual (Page 26)

ModelName: Flamingo_E
PartNumber: 4-154-416-11(1)
  Transferring Music

Click the [Sync] tab on the Windows Media Player 11 window.

Drag-and-drop the desired songs to the Sync List on the right side
of the window.
The songs are added to the Sync List.

Click [Start Sync] to start synchronization.
When synchronization is complete, a message confirming you can
disconnect the player appears on the Sync List. After completion, close
Windows Media Player 11, and disconnect the player from the computer.
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