What's the correct way to get changes in my iTunes library to sync to my iPod

It's been a few years since I've used itunes, so please bear with me.
I'm trying to get my ipod setup but something seems weird. In the past, if I made changes to my itunes library, then plugged in my ipod, those changes would immediately sync. It's not doing that now. When I plug the ipod in, I click on the ipod symbol near the top-right to get to the connected ipod. If I click on "on this ipod" I can clearly see that the old files/metadata are still present. When I click the "sync" button down at the bottom (next to the storage bar) nothing happens. If I click on "Music" near the top (between Summary and Movies) there's a check-box next to "Sync Music" but when I click that it says "Are you sure you want to remove existing music, movies, and tv shows from this ipod and sync with this itunes library?". I don't want to have to wipe the thing clean and then re-write EVERYTHING again every time I want to make a change, that's crazy.
So what am I missing here? Is there some setting that would make it work the way it did in the past, automatically syncing changes as soon as I plug in the ipod? If not, what's the best way to get the changes to sync over without having to wipe the ipod clean every time? Does the "Sync Music" option I mentioned not actually remove everything, but just sync any changes that were made? That's the only thing I can come up with.

Chris CA wrote:
ArmorOfGod7 wrote:
It's been a few years since I've used itunes, so please bear with me.
I'm trying to get my ipod setup but something seems weird. In the past, if I made changes to my itunes library, then plugged in my ipod, those changes would immediately sync. It's not doing that now.
Because you are not syncing your music (you have Sync music unchecked).
If not, what's the best way to get the changes to sync over without having to wipe the ipod clean every time? Does the "Sync Music" option I mentioned not actually remove everything,
It shouldn't wipe everything but it will make the iPod match what you have selected in iTunes. So if it's on your iPod now and also in iTunes, it won't remove it then re-add it.
Is everything on your iPod actually in iTunes? If so, click away.
How do I get it to stay checked then? I've checked it and gone through the sync process, but every time I go back to that window, it's un-checked again, and I have to sync manually.
Ok, that's what I was hoping, it just syncs any changes. I've done it this way a couple times but couldn't tell for sure if it was just removing then re-adding evertying or if it was just syncing changes.

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