When the computer is really not authorized clicking on the app produces a dialog box to authorize the iTunes account. I have authorized and deauthorized/reauthorized the computer several times but still get the message. When I try to sync them with any of my IOS devices running (non jailbroken) IOS 10.x I get a message that iTunes is not authorized to sync these items and I should go to Accounts – Authorize this computer. These apps no longer are maintained by the developer and are not in the App Store any longer to download directly to the device.
So now I am trying to sync some apps from my iTunes library that were legally purchased and downloaded under my existing App Store account some time ago.
This link did not help Deploy apps in a business environment with iTunes - Apple Support I am aware that Apple removed the ability to sync apps in the last few versions of iTunes, so I am still using iTunes 12.6.53 – the last version to support app sync. I’m still using IOS 10 as I have a bunch of 32bit apps that are mission critical.
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