Those contractor jobs are great until they're not, and then you might get pooped on. That group of contract security guys that shot up that busy intersection when they thought they were getting ambushed just got convicted of multiple murder counts. Nevermind they'd been ambushed before and thought they were getting ambushed again, they got hung out to dry because they were wrong and killed a bunch of noncombatants.
And sometimes the contract security just gets blown up, shot, or captured/tortured/beheaded.
Kuwait ought to be reasonably safe. Iraq and Afg... no freaking way. Recovery rate for detained/captured personnel in Iraq, both military and contract, was 0%. Not one captured person was recovered. Afg isn't much better and ISIS is making some gains in Afg, making that a much bigger poo-fest. And the consequences for captured people when ISIS is involved goes from an unfortunate way to die to an unbelievably horrific way to destroy a life on camera for propaganda purposes.
Kuwait... maybe. No way I'd go to the other places as a contractor.
