Open iTunes when connected option
iPod Touch (Red) 5G
haven't seen this asked..
i recently reworked my library in iTunes to try and fix a bunch of weird things i suddenly started seeing (duplicate entries for the same album, missing songs in other albums, artwork that's suddenly not there when it was before, etc). and i only found all this stuff while trying to fix a syncing problem i've had since i bought this thing (2014). once i thought i had the library fixed up, i shut down iTunes, disconnected the iPod and started again with a brand new sync. well, the sync still didn't work but at least iTunes still started automatically when i plugged in the iPod. not so anymore. i plug it in today - nothing. since i still wanted to fix the syncing problem, i did a hard back to factory reset. after that, the syncing problem seemed to be fixed but my iTunes will still not start automatically. finding a hint online, i went into the summary page/options and noticed the 'Open iTunes when this device is connected' option was disabled (grayed out). not just unchecked, disabled. i couldn't do a thing with it.
anybody have an idea on what could be causing this? corrupt library maybe?
iPod touch, iOS 9.3.5