One of my favorite tricks lately to make people understand how serious I am about things is to get them to sign a form.
You want to run your server without backups? I don’t recommend it at all, but I’ll do whatever you say. Just sign this form acknowledging that you know the risks, you know you could lose all your data at any time for any reason (including things I might do), and regardless of cause you don’t hold me accountable for anything.
You want to let your employee take a machine out of the building without following our procedures for wiping the drives? We have a policy against that and it’s a terrible idea, but no big deal. Here’s the form to sign saying that you take complete responsibility for all the data, sensitive or otherwise, on that machine. Why do you have to sign this? Well, this way when the data on that machine leaks out and causes identity theft, etc. I have a “get out of jail free” card. Yes, jail.
The thing is, nobody ever wants to sign these forms and put their name, in writing, on a really bad idea.