This article assesses an overview of the media industries in North America after 20 years of NAFTA, 1994-2014. The study addresses three research questions: (1) How have the communications acts been reformed: according to which logic and with what objectives? (2) How have the communication regulatory bodies performed? ( 3) To what extent has concentration on the media and telecommunication industries increased? It explores these issues from a structural historical analysis to understand how the media systems in North America have been re-shaping in the three countries (Canada, Mexico, and the United States) during the last 20 years, focusing in three observable paths: Media policy reform and policy-making; the performance and leeway of the regulatory institutions; and the level of concentration in the three countries in media and telecommunications sectors.