Apple Configurator: installing an app

[c.ec]

To determine if Apple Configurator will work for my company's needs, I have been testing it with my personal iPad.
After hours of testing and reading through documentation, I have 3 questions about using Apple Configurator to install a free app onto iPad.

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Question 1: In-use iPads

I have been unsuccessful in using Configurator to install a free app onto my personal 1st-gen iPad. No matter what I try, I get this error message:

Apple ID not authorized.

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Is there any way to use Configurator to install a free app onto an iPad that has previously been associated with an Apple ID?

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Question 2: Brand-new iPads

My company needs to install a free app onto 300 new 3rd-gen iPads. Because my tests failed, I don't know if Configurator will actually help us with this task.

Can Configurator be used to simply install a single free app onto a bunch of brand-new iPads?

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Question 3: Deleting & redownloading the app

The guide Deploying iPhone and iPad: Apple Configurator (apple.com/iphone/business/docs/iOS_Apple_Configurator_Mar12.pdf) says on page 3:

To update apps deployed using Apple Configurator, you must reconnect to the same Mac from which the apps were installed. Additionally, you can’t redownload these apps via iTunes in the Cloud. [emphasis added]

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Our goal is to install the free app onto the 300 iPads and then never to connect these iPads to Apple Configurator again. If the individual users want to update the app, they will need to delete the app and then redownload it from the App Store using their own Apple IDs.

Is it possible to delete a Configurator-installed app and then redownload it using a personal Apple ID?
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[riccardonyc]

Help!! I installed few paid app to 5 ipads using Apple configurator. Last week 3 ipads got stollen. Is there a way to get back my applications that I have installed on those ipad to install them in others ipads? Thanks

 

[scifan57]

If you have find my iPhone installed on the stolen iPads, you could log into your account at iCloud.com and remotely erase the iPads. This would mean that those apps are no longer on those iPads and you may be able to install them on three replacement iPads. You should check with Apple to be sure, though.

 

[twerppoet]

Configurator and the licensing options for companies and educators work differently than a personal account. I don't know the details, but it may be possible to retrieve the licenses. It will depend on how the apps were purchased, and how the iPad's were provisioned. It's complicated.

Here's where to start researching, and of course it's also where you can find contact information for Apple's support.

http://www.apple.com/support/business-education/

That's all the help I can offer. My knowledge is very sketchy. I sometimes listen to Out Of School, a podcast about education and technology (mostly iOS); so all I have is a general idea of what is possible, not how to do anything or how it should be done.