Currently Being ModeratedSep 12, 2013 1:28 PM (in response to wrees.wasaya)
First thing you'll want to do is sign up for Apple's Volume Purchase Program (VPP). This will allow you to purchase multiple licenses of an app that you can distribute to your employees.
I would also strongly encourage you to use a mobile device management solution. MDM's allow you to wirelessly manage your fleet of iPads. They enable you to push apps and configuration profiles out to your iPads. Purchase VPP codes for iPad apps. Add the VPP codes to an MDM and distribute them wirelessly to the iPads. That way your employees wouldn't have to tie back to a single Apple Configurator computer for installs or updates. Everything can be done wirelessly.
Cisco offers a free MDM called Meraki Systems Manager that takes care of many management features wirelessly including app distribution. http://meraki.cisco.com/products/systems-manager .
There are many other MDM's that have more features than Meraki Systems Manager, but they have costs associated with them. You could try Meraki out at first and see what you like and don't like about it and then compare the features others. Here's a list of other MDM providers
Since you already have OS X server, you could try Apple's Profile Manager, which is Apple's MDM. Apple Configurator is also a good tool to get familiar with for a number of reasons, but you'll find that you'll probably use an MDM more than you'll use Configurator.
As far as resources go, first I would watch the iOS Deployment Model Videos on the left side of this page:
Then I recommend you read through these two guides:
iOS 6 Education Deployment Guide
Apple Configurator Help Guide
This will give you a solid foundation for managing iPads with Apple Configurator. Once you read through these guides you will likely have more specific questions that you can post to these forums.
Managing iOS devices in the enterprise is a huge topic and there is a lot to learn. Get started with VPP, Configurator, and MDM and you'll be on your way.
Hope this helps. Good luck with your iPad deployment!
Currently Being ModeratedSep 12, 2013 1:42 PM (in response to nsdjoey)
Thanks for the help Joe, I at least have a starting point from someone who knows. I am sure there will be questions from here but I will absorb this material first. I would like to do it all for free just to start as this project alone has consumed alot of cash just trying out various apps and software that was a failure due to me not fully knowing what to do. Because of the 5 different aircraft type all the data requires something different for each. The Bombardier stuff serves off a web page and is HTML 5 and CSS, BeechCraft has their own app which is designed for iPad and works perfectly, Pilatus is PDF files but they are huge (200 + Mb), etc. Then the changing and updating of the data each month in the form of revisions has pretty much become a full time job for 2 people. Hopefully the profile, MDM and push notification will at least simplify putting the data where it belongs. Thanks again.