Small Business Deployment on End-User-Owned iPads/iPhones

Background:
6 employees (6 iPads, 5 iPhones) at an architectural firm
Need cloud-syncing of large PDF libraries of drawings and CAD files for use in the field
Office server is Windows Server 2003 (currently locked-down to local LAN & wi-fi only, no external access (boss' fear of security))
Office workstations are Windows-only (I've got Macs at home)
We have just been gifted iPads (personally-owned) to use for work/play and I received the tasks of setup & deployment.  I would prefer to implement a controlled system to limit my headaches, this isn't entirely possible because these iPads were given as personal gifts and the employees would raise ****.  After downloading/researching the Apple Configurator, it seems like it creates too much of a locked system - so end-users couldn't have their personal Apple IDs on their devices and buy/configure their personal stuff while being managed (work-purchased apps and PDF/CAD deployment) by me.  Correct me if I'm wrong. 
MDM implementations seem a little overboard.  $$$
I have come across the iAnnotate app, which syncs with Dropbox (I can convince my boss to pay for Dropbox for Teams).  While I would rather rely on an Apple-developed app (iBooks) to manage our library of PDFs, iAnnotate seems stable through user reviews.  AutoCAD WS would be used for CAD files, with Autodesk's built-in syncing service.
1. My headaches aside, should I have each user buy/download/update apps with their personal AppleID and reimburse them (or gift them through iTunes from our corporate account)?
2. How could I control the wiping of a lost iPad/iPhone?
3. Any other recommendations for deployment in my situation?

boss would rather not have iTunes
The name is rather unfortunate in your situation. iTunes came out as a way buying music for the iPad.  Apple had iTunes around, so they added features over time.  It's now a device manager for all Apple i devices. It's more than a way to purchase music.
Do you take the iPad on customer visits.  iTunes can load presentation on iPad.
If you sync the iPad on multiple computers, check this out.
http://support.apple.com/kb/HT1202
Robert
ps. Windows makes you paranoid.
If it is not broke, do not fix it.

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