I can see it now...
PHB: So, I need a plan for the next email and server upgrade.
Guy1 : Lets buy office "in the cloud" instead of hosting our own email and file servers.
Guy2: Great idea, and we can save money on local support, servers, all that stuff
PHB: I'll raise the PO, good job guys.
... Sometime later...
Security guy: I just heard that we purchased office 365 for the whole organization.
PHB: Yeah, isn't it great!
Security guy: You realize that this means we'll be storing all our email and documents on Microsoft servers? And that we have at least 3 ongoing cases where we are investigating them for billions in taxes right now? Do you think it's a good idea to potentially let them read all our email , investigation outcomes and case preparation?
PHB: Err...
Security guy: Yeah that's what I thought. Migration cancelled. How much was that again?
PHB: $12 million...