I think Olbermann is smart, can be witty, and I probably agree with him more often than not. However, he does get tiresome after awhile, due to a combination of his ego, always so sure anyone who disagrees with him is not only wrong but really wrong and possibly a bad person, and his need to feel he always has to say something controversial. There is a reason for his many jobs, where he will initially spike and generate interest, only to burn out and leave or be asked to leave (I suspect he is also not always the easiest to person to work with or for in the office.)