Social media reaches more people on the planet than any prior form of media and transmits more information world-wide than ever before. It is an empowering factor in establishing and growing communities, but at the same time, creates havoc and disseminates pernicious and perhaps dangerous speech. And so it has been with the media from the beginning of time. Throughout the media’s history, efforts at regulation or control of media speech has been fraught with difficulty, ineffectiveness, discrimination, and failure. The use of technology can deceive the consumer of the information, and the social media companies as well. Both, government attempts at regulation and actions of private actors, the media themselves, have failed, and this paper demonstrates those repeated failures. The nature of speech, especially political speech, is such that even the definition of what is good and bad, right and wrong, is elusive. Because the speech belongs to each speaker and no prior effort to moderate it has worked, and because modern technology thwarts the possibility of accurate assessment or control, this paper establishes that attempts at social media content regulation are futile.