I think most writers feel like they're on the outside looking in much of the time. All of us feel, to a certain extent, alienated from the stuff going on around us.
As many people have chronicled, the decision to fight in Vietnam was a years-long accretion of step-by-step choices, each of which could be rationalized at the time. Invading Iraq was an unforced, unnecessary decision to risk everything on a 'war of choice' whose costs we are still paying.