(Sponsor Link) Itunes manager--WonderShare TunesGo: wondershare.com/tunesgo/?utm_source=youtube&utm_medium=referral&utm_campaign=youtube2016 This Sync or remove content using iTunes. Open iTunes and connect your device to your computer with a USB cable. Click the device icon in the upper-left corner of the iTunes window. Learn what to do if you don't see the icon . From the list under Settings on the left side of the iTunes window, click the type of content that you want to sync or remove. Connect your media player and choose "Manually manage music and videos" under Options. Then click the arrow on the left side of your device entry in the left pane and choose Music (or whichever Manually manage Music in iTunes and solve Playlist Problems How to apply the "Manually manage music" option. Open iTunes. Connect your iPod to your computer. Select the Device button near the top-left corner of iTunes. On the "Summary" screen, check the Manually manage music and videos box (under "Options"). Click Apply. Page 2/4 How to apply the "Manually manage music" option Open iTunes. Connect your iPod to your computer. Select the Device button near the top-left corner of iTunes. On the "Summary" screen, check the Manually manage music and videos box (under "Options"). Click Apply. Now you can transfer audiobooks to your iPod using OverDrive for Windows (desktop).