#16: Best: Arthur Carlson, WKRP in Cincinnati
Based around a struggling radio station and its eclectic staff members, WKRP in Cincinnati is a beloved 1978 sitcom. If you watched the show back in the day, you know that Arthur Carlson is the best boss in town. Despite his shortcomings, he has a kind heart and cares deeply for all of his employees. What business skills he lacks, he makes up for in genuine empathy and offers his employees an almost fatherly approach to being a boss.