A quarter of a century has elapsed since the invention of the World Wide Web, a huge hyperlinked global, digital network which is today a metonymy of the Internet. From the very first moment, media, most specially newspapers, considered necessary to jump into it. Different strategies, more or less successful, have been employed since then by media companies, from shovelware to paywalls, from mainly plain-text contents to an intense use of interactivity and multimedia these days. The emergence of a new form of journalism has since been a challenge for historians. Some problems and many opportunities have been posed. The vanishing nature of digital documents and the almost ever-changing one of journalists’ and organisations’ routines have made difficult for researchers to recover such a huge amount of information, so digital preservation issues are the very first challenge historians face. On the other hand, the application of research methods of the social and human sciences is more feasible than ever, from prosopography to in-depth interviews, from automated content analysis to the full application of the digital humanities methods. We are proposing here a case study to deal with all those pros and cons of doing history about a new research topic: Diari de Barcelona, the oldest surviving daily newspaper in Spain disappeared as a printed paper owned by a private company in 1994, and was substituted by a public, full-online one, after the City Council of Barcelona took ownership of it. From 1998 to 2006, a bunch of young journalists completely aware of the possibilities of digital language worked on the configuration of an online-only medium, with the emergence of a generation of new practitioners. Now, the daily online newspaper is run by the students of Pompeu Fabra University, in Barcelona, who experiment with all the possibilities of digital edition.