If you look into both their backgrounds, Watters has grandparents who were media owners/publishers, one was a cardiologist, and his uncle was a polititican. Leavitt's daddy owned multiple businesses, sent her to private school, and there's no evidence of her ever working a real job as she was interning at the White House then hired there immediately out of college. Somehow the people who didn't have all these things going for them and are unable to succeed are the spoiled ones.