Grocott's Mail Digital Edition began in 2006, when it was run by staff and students in the New Media Lab at Rhodes University's School of Journalism & Media Studies. The site was originally developed by New Media Lab director, Vincent Maher in 2006 over the period of only a few weeks. The original incarnation with its custom built CMS included capacity for multimedia and citizen journalism made it years ahead of its time. The original Grocott's Mail 1.0 continued to run and was integrated into new media teaching and learning (specifically multimedia production and online writing and editing)
The Drupal rebuild of Grocott's 2.0 started in 2007 with then NML developer, Brad Whittington. The redevelopment remained moribund for almost a year a new developer and funds could be raised to continue work on the platform. Work resumed in 2008 based on the original design and concept of NML head, Jude Mathurine (then Grocott's Mail Online editor) with Dale Tristram as developer.
The redeveloped website was launched in July 2009 with former NML alumnus Michael Salzwedel as Grocott's Mail Online editor. Grocott's Mail Online includes the majority of content that is published in the print edition of Grocott's Mail, as well as web-exclusive content including multimedia offerings. Grocott's 2.0 forms a major part of a Knight Foundation-funded project, Iindaba Ziyafika ("The news is coming"), the core proposition of which is that information and communication technology can enlarge the public sphere by providing the tools that encourage participation and facilitate that participation.
Grocott's Mail Online was awarded first place in the 2009 SABC Highway Africa New Media Awards in the corporate category. The awards are given in recognition of "creative and appropriate adaptation of technologies within the continent to compete effectively in the wider environment."