I wasn't trying to sound paranoid or cowardly. I was just curious what opinions people had on the level of involvement with Wikileaks that would be enough to get the governments attention.
I don't think it would take very much "involvement" at all.
Let's say you sent such an e-mail. It was noticed by the NSA and triggered... whatever and now they've decided that they want to monitor you. How much difficulty is involved?
From what I've read recently, it seems that it's fairly trivial to start monitoring an individual and continue to do so for a period of time. I would imagine that the easier it is, the higher the chances are of it happening.
If it's a matter of hitting a few keystrokes to begin the monitoring, there's little cost involved so why not? They could monitor you for a while, analyze the data, and then decide if they need to keep monitoring you.
If it's extremely difficult, costly, or time-consuming to begin the process, well, I'd imagine they would be less likely to do so (by how much I won't begin to guess).
Basically, if they can start monitoring you and gathering data on you with little effort or cost required, it's probably a given that they would keep an eye on you. If there's a bunch of paperwork, warrants, etc., involved, the chances would be lower, I think.