Problem syncing with iPod Nano

I changed my iPod's Music setting screen to sync Entire music library (without doing an Apply), for the purpose of taking that screenshot. It actually looks like this most of the time, set to sync Selected playlists, artists, albums, and genres.

The number of songs (next to Sync Music) reflects the numbers the setting syncs. So, if you do not currently have it set to Sync Music (not checked), there would be no number there.

If Sync Music is currently not checked, that is why the iPod's content does not automatically update based on changes to your iTunes library, such as adding new songs and updating playlists. It is set to manually manage music on the iPod, so you have to add new songs and update playlists manually.

My iTunes Library looks like everything is there, including new songs purchased and new Music Playlists I set up.

If everything is in your iTunes library, you won't lose anything by changing sync settings for the iPod. The iPod may get erased in the process, but iTunes then syncs your content back from your library based on how you set it up to sync music. You can set it up to sync all of your songs (if your entire music library can fit), or just a selected portion of the library. Syncing the iPod does not affect what is in your computer's iTunes library, which is your "master copy." (It's a good idea to back up your computer's iTunes library, in case your computer or its drive fails.)

When I click on Sync, it shows on my iPod that it's syncing for about 5 seconds. then I keep getting a pop-up window that says, "Insert Disk into Removable Disk (F:).

The iPod still syncs (for a few seconds) when you click Sync, but if it's not set to Sync Music, nothing gets updated on the iPod. I'm not sure what the error messages is about... Is the iPod seen as the F: drive by the computer?

One thing to check is the Sync Music setting on the iPod's Music settings screen. Here's a screenshot showing the screen.

Maybe the Sync Music checkbox got unchecked for some reason. If it's not checked, the iPod is currently set to manually manage music. It will still "sync" when connected, but content does not sync automatically. However, existing content remains on the iPod.

NOTE: If Sync Music is currently not checked, and you change that setting (and Apply), any songs on the iPod that are not in your iTunes library will be lost.

It's not a problem for the iPod to be seen by Windows as the F: drive. But you may have gotten that error message because the connection between computer and iPod is not reliable for some reason, which is why the error message to "Insert Disk into Removable Disk (F:)" came up. The connection was there when you started the sync, but it was lost. If that error comes up again, you'll need to do some additional trouble-shooting to determine why. You can post back if that happens...

I saw your other post, and replied to it 🙂

If you get that error message again, THEN there is probably a problem with the connection between iPod and computer, and you'll need to determine the cause. However, you can certainly try syncing your entire music library (if it fits on the iPod). If the error does not come up this time, you're fine.

Glad to hear your iPod is working again. Survey? We're all (mostly) just fellow Apple users here... 🙂