Must enter password for each download?

Previously, even when iOS 7 first rolled out, my MDM would send the managed devices all of the apps... During this process the Apple ID Password would be entered one time, then all the apps would come through (sometimes you would have to click install, but not enter a password repeatedly).
Now, I have to enter the Apple ID Password for every single app install. Has anyone else encountered this issue? If so, are there any resolutions available?
Each iPad has it's own Apple ID. No apps are being installed via configurator.
MDM: Lightspeed Systems Mobile Device Manager
iPad 4
Macbook Pro 10.8.5
Apple Configurator 1.4
iTunes 11.1.1

I had different user accounts in my Configurator station by grade level. Each grade level has their own group in Lightspeed, and I never push down an app at a higher level than a grade.
I still don't know why it was asking for a password. However, it was only asking for a password on my 5th, 6th, and 7th grade groups. My 8th grade group would install all of the apps without asking for a password and no issues.
I checked over a hundred times to make sure that all of the settings are excactly the same, and they are. So no clue. But since, I have reimaged them and no longer allow students to install apps, they simply can't handle it.
So now they are all under the same apple id.
I download apps that they need from iTunes under that apple ID.
Then I upload the app to the proper group in lightspeed and it sends that app to them without requiring a password. From what I've heard, that method works because no other apple ID has been signed in to the student device.
That help at all? I can be more specific if you need me to. I'm happy to help.

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I'm getting back into experiment/deploy iOS apps from the App store using ZMM.
Is there a way around the user having to enter the password for each app in the same session.
I guess what I am saying is that once the apple password is entered for the first app when the user turns the ipad on, they seem to have to enter it for each app in quick succession eg 20 apps, then 20 passwords. Is there a setting or way around that? It seems kind of silly or is it that I'm dumb
thanks

Originally Posted by Thomas Roberts
I'm getting back into experiment/deploy iOS apps from the App store using ZMM.
Is there a way around the user having to enter the password for each app in the same session.
I guess what I am saying is that once the apple password is entered for the first app when the user turns the ipad on, they seem to have to enter it for each app in quick succession eg 20 apps, then 20 passwords. Is there a setting or way around that? It seems kind of silly or is it that I'm dumb
thanks
There is not AFAIK, if you find one then please let us know But I do recal that if you enter the password the first time then cancel the rest of the popups they should get installed anyway but I'm not 100% sure, my memory may fail at times
Thomas

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