Apple configurator won't transfer paid apps across to iPads? Help? why?

I Have purchased a number of licenses to one app however when I transfer across to iPads using apple Configurator not all apps transfer across to the iPads. Say 25 out of 30 go over but then Configurator says all licenses used? What's going wrong. Help please

I ended up leaving them blank and putting all the apps into Meraki for downloading.

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    I am not sure where is the best place to post this question, but here it is anyway:
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    My wife has a new iPad for Christmas. Can I transfer the paid apps that I have on my iPad to my wife's iPad. Can I just open my account in the App Store on my wife's iPad and download a purchased app that would be listed in my account to my wife's iPad. Or does my wife have to have her iPad registered to my Apple ID and account? As yet she does not have an Apple ID has not yet registered her iPad with Apple. If we download a paid app I have purchased on my iPad onto her iPad does this automatically mean that her iPad is registered to my account and that this cannot be changed?

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