The Wikipedia Signpost was founded by Michael Snow, beginning with the publication of the January 10, 2005 issue. That issue contained ten articles, all written by Snow, beginning with his introduction "From the editor". It also contained the first Arbitration Report ("The Report On Lengthy Litigation", or TROLL), which would become a long-time staple of the Signpost. Snow headed up the Signpost until August, when Ral315 took over.
The Signpost conducted an interview with Jimmy Wales in February. In December, it featured the first installment of a comic strip called WikiWorld, created by cartoonist Greg Williams. WikiWorld, which ran intermittently until 2008, remains one of the most fondly remembered Signpost features.
The Signpost covered several significant news stories in 2007. It reported on WikiScanner, a tool which matched edits made by anonymous IP editors to a number of organizations, resulting in revelations which proved embarrassing to numerous companies and media and political organizations. Embarrassing for Wikipedia was the Essjay controversy, where a well-regarded Wikipedia editor and Wikia employee was revealed to have lied about his academic credentials and background. And revelations that the article of a nutrition author was edited by his own public relations agent led to one of the most amusing headlines in Signpost history, "Nutritional beef cooks PR editor".
Early in 2008, the Signpost reported on a controversy which erupted over a number of historical images depicting Muhammad. Visual depictions of Muhammad are offensive to many Muslims. The presence of the images on Wikipedia prompted a 100,000 signature petition demanding their removal, but Wikipedia editors ultimately decided to retain the images. Later in the year, the Signpost reported on another image controversy after an image of the cover of the Scorpions' album Virgin Killer prompted media complaints and even a brief blacklisting of Wikipedia by the Internet Watch Foundation.
In a year of sensitive and controversial news stories, perhaps the most difficult was the Signpost's two-part series on the relationship between Jimmy Wales and Canadian commentator Rachel Marsden. Their brief relationship was the subject of salacious stories in the news media, but unlike most news outlets the Signpost treated the matter seriously instead of as gossip. It reported on the relationship and the fallout from the scandal, investigating allegations of impropriety and exploring how the matter affected the encyclopedia.
Ragesoss took the reins of the Signpost in February.
Where will the Signpost go in 2015? Much of that depends on you. We'd like to expand our coverage in many ways, reviving "News and Notes" as a regular section and doing more to check in with other projects and initiatives on Wikipedia and other Wikimedia projects. For us to be able to do that, we need you. Offer your ideas on our Suggestions page or visit our Newsroom to see where you can help.