Professional assassin Douglas Michael Stewart (Chris Longfield-Smth) wants to be there for his lovely wife and wonderful son, but work obligations keep him from being the best husband and father he can be. He's been all over the world, but always for business, never for pleasure. Could a vacation provide the pause he needs to recharge and possibly pivot to a new career? Keith and Damon hope to put "a bullet" (fun) in his "head" (life) with a "big gun" (trip of a lifetime)!!!