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Sep 6, 2016 1:15 PM in response to Latkins87by Kenichi Watanabe,That's a 6th gen iPod classic, based on model ID. Does the iPod appear in iTunes when connected?
If it does, this screenshot (below) shows the upper left corner of my iTunes window, where the iPod's device button (circled in red) appears when connected.
Click that device button, to show iPod's Summary settings screen in iTunes. If you want to use automatic syncing, you set up the iPod's sync settings screens for each iTunes media type. Start with music. Along left side of window, in the sidebar, under Settings, click Music. The iPod's Music settings screen appears to the right, where you tell iTunes how to sync songs to iPod. Checkmark the box for Sync Music.
NOTE: Any songs on iPod that are not in your computer's iTunes library will be lost.
This turns ON automatic syncing (for music). You can set it to sync your Entire music library (if it fits on iPod), or Selected playlists, artists, albums, and genres. Set up that screen as desired.
For movies, in the sidebar, under Settings, click Movies. The iPod's Movies settings screen appears to the right. Set up that screen as desired. Repeat for any other iTunes media categories shown in sidebar (that your want to sync automatically). When you're done, click Apply.
Going forward, iTunes automatically syncs changes to your iTunes library when you connect iPod (or click Sync if already connected), based on how you set up the iPod's sync settings screens.
