Constant "Download for free?..." dialog box

Question

I'm getting a constant:
"Download for free?
This item will be added to your Purchases, and will be available even if your Family Sharing status changes"
dialog box while updating apps in iTunes. As soon as I dismiss the dialog by clicking "Download" an identical box comes up with the same question. I'm updating about 47 apps right now, and I've clicked the affirmative answer about 150 times. Super annoying.
Anyone else getting this? Is there a way to turn it off?

Answer 1

I am having the same problem as well. I am running the latest version of iTunes for Windows and am getting this box repetitively while I update my apps in my library. The worst part is that it doesn't seem to matter whether I click Download or Cancel or the red X; the box keeps coming back. And because it's modal, I cannot do ANYTHING else with iTunes until this box goes away. I cannot switch areas (apps, movies, TV shows) or even go to the iTunes store. The only way I can kill this thing is with Task Manager. It's completely ridiculous. I have clicked Download WAY more times than I have apps, TV shows, and movies combined.
When I start clicking Download, it just sits there and does nothing but present me with another dialog box. If I keep clicking rapidly, it will eventually display "Accessing iTunes store." and I get the striped thermometer, but then it just goes back to the dialog again and does nothing else apparently. I cannot figure out what the heck it is doing. So not pleased.
For what it's worth, I just looked at my watch (no, not an Apple watch); I've been clicking on this stupid Download button for over 40 minutes now, pretty much non-stop. It is not possible that this is linked to anything in my account. I also note that if I click Cancel at least 9 times, I can eventually get the box to go away. However if I then go to Update All Apps, the dialog box from he11 returns and does not allow me to update ANY of my apps and just keeps presenting the dialog box.