To be honest it's very rare to see someone with the amount of experience that Blackwater requires entering the military to fly. There is the occasional pilot entering MIL flight school with several ratings, but most guys come off the street with possibly a private, rarely a commercial, and very rarely heavy hours and lots of commercial experience. If you go to work for Blackwater or a a similar contract company, I would think the clearance they would grant you and the high threat flying, would make your military package more attractive.

Most everyone I know flying there is ex military. I know there are some civilians as well, everyone is pretty experienced.