It's shared responsibilities really. The first responsibility is with IT to implement security policies and enforce them in a way that doesn't get in the way of the user. As an example, where I currently work, the standard laptop install includes a BIOS password (setup so that the password is also required to come out of hibernation or reboot), full disk encryption, automated user file backup and a proxy that forces you to go through VPN if you want to access the internet from a network that is not the company's network. We are also all issued with a security token to access the VPN or some web enabled services from any computer. Accounts are locked up with standard priviledges. You can request temporary admin priviledges but you have to specify why. None of this really interferes with actual work so there is no real incentive to bypass it.
There are other things that you could consider doing, such as:
- issue employee with an encrypted USB key (such as an IronKey: www.ironkey.com) and tell them that if they want to transfer files on a USB key, they have to use that one, no personal key allowed => you enable them to do what they want but on your terms and in a secure manner
- use features like the "guest session" on Ubuntu 8.10 so that they can let someone else use their laptop temporarilly in a restricted session that is wiped out when finished
Of course, with such a setup, there are a lot of things a user could do, such as:
- leave his laptop on the train,
- burn important data to a non-encrypted CD and forget that CD in the pub (does anybody know of any software that is easy to use that can produce encrypted CDs?),
- write down all his passwords on a post-it note stuck to the laptop along with the security token
And that's where you should educate your users. Make sure the policy is clear and easily accessible. Then make sure all employees know why the policy is in place and what are the consequences of not following it.
At the end of the day, it's the usual conundrum of giving users the possibility to do what they want, while being in control of what they can do.