Getting docs to remote desktop securely.

We have remote users who work from home and they scan documents to themselves that are imported into an application inside the terminal server. Only way we know at the moment is getting those docs to that application is to email it to themselves and open that document up inside the remote desktop from their email client and import that way. They are connected to a barracuda SSL VPN appliance.

They cannot use redirected scanners, mapped drives or clipboard.
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stlhostAsked:
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ste5anSenior DeveloperCommented:
What's wrong with shared drives?

Capture1.PNGCapture2.PNG
stlhostAuthor Commented:
Our IT director says this is not secure.
ste5anSenior DeveloperCommented:
Well, that's really weird.

And he thinks e-mail is secure?

Guess we have securely transmitted that document. And are now viewing it in RDP. How could this be more secure than using a shared drive? Both uses the same protocol...

Also they are connected via SSL. Why is your SSL insecure?
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stlhostAuthor Commented:
Email is the only option right now and he wants to get away from this. To my understanding the Barracuda SSL VPN appliance creates the SSL tunnel between your local computer and what you are connecting to so anything being rx/tx between the two are encrypted am I correct? I would like to find a whitepaper on this to show him that so we can move on.  

"Why is your SSL insecure?" I can't answer that intelligently. It is as far as I know.

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Rich RumbleSecurity SamuraiCommented:
ste5an is right, if the user's are SSL'd, or vpn'd into the network, everything they do is encrypted to a very good degree. If you can connect via RDP without vpn'ing in, then you have much bigger security issues.
RDP is fully encrypted (always has been), your IT person's are wrong. RDP has always been secured, but possible to get a man-in-the-middle attack, but MitM is hard and pretty unlikely. RDP formerly (version 5 (XP) and earlier) used a hard-coded public key that made man in the middle super easy if you could manage to get in the middle. The encryption is now TLS by default, which is better than it's original RC4 stream cipher.
http://blogs.msdn.com/b/rds/archive/2009/03/12/top-10-rdp-protocol-misconceptions-part-2.aspx
-rich

Second, users can use DRAFT's to hold an attachment and use one computer to access the draft of their other computer. User's can zip+encrypt a file and use an approved file sharing service like Box, DropBox or Gdrive for instance.
stlhostAuthor Commented:
I am in a very frustrating position to find another way since I cannot voice my opinion without being wrote up. I will accept both your answers so I can move on. Thanks!
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