having to re-download purchased songs after updating
With each of the last few ipod Itouch software updates, after updating, I've had to re-download hundreds of songs I've already purchased.
I've tried manually syncing with the iTunes database on my laptop, but it doesn't seem to work, even with phone and chat support.
I'm ok with re-downloading, if it works, but there are a lot of songs, and the download just hangs and never completes.
The last time I worked with Apple support, I asked how to sync with the laptop database and not have to download. The songs are in there.
I was told if it says it's downloading, then just let it download. ok, but that's not working.
It used to work simply, I would purchase a song, it would download, and stay on the ipod. I'm not sure what happened, but it no longer just works like it used to.
I use only one ipod, one laptop and one library.
Any ideas would be appreciated.
Thanks
iPod touch (5th generation)