Wales is a self-avowed "Objectivist to the core"; Objectivism being an individualist philosophy developed by writer Ayn Rand in the 20th century. Wales first encountered the philosophy through reading Rand's novel "The Fountainhead" while an undergraduate, and in 1992 founded an electronic mailing list devoted to "Moderated Discussion of Objectivist Philosophy". Though he has stated that the philosophy "colours everything I do and think", he has said "I think I do a better job—than a lot of people who self-identify as Objectivists—of not pushing my point of view on other people." When asked about Rand's influence by Brian Lamb in his appearance on C-SPAN's "Q&A" in September 2005, Wales cited integrity and "the virtue of independence" as important to him personally. When asked if he could trace "the Ayn Rand connection" to having a political philosophy at the time of the interview, Wales reluctantly labeled himself a libertarian, qualifying his remark by referring to the United States Libertarian Party as "lunatics" and citing "freedom, liberty, basically individual rights, that idea of dealing with other people in a matter that is not initiating force against them" as his guiding principles. An interview with Wales served as the cover feature of the June 2007 issue of the libertarian magazine "Reason".
Wales cites Austrian School economist Friedrich von Hayek's essay "The Use of Knowledge in Society", which he read as an undergraduate, as "central" to his thinking about "how to manage the Wikipedia project". Hayek argued that information is decentralised – that each individual only knows a small fraction of what is known collectively – and that as a result, decisions are best made by those with local knowledge rather than by a central authority. Wales reconsidered Hayek's essay in the 1990s, while reading about the open source movement (which advocated that software be free and distributed). He was moved in particular by "The Cathedral and the Bazaar", an essay and later book by one of the founders of the movement, Eric S. Raymond, which "opened [his] eyes to the possibilities of mass collaboration". From his background in finance and working as a futures and options trader, Wales developed an interest in game theory and the effect of incentives on human collaborative activity, a fascination to which he credits enabling much of his effort with Wikipedia. He has rejected the notion that his role in promoting Wikipedia is altruistic, which he defines as "sacrificing your own values for others", stating "[t]hat participating in a benevolent effort to share information is somehow destroying your own values makes no sense to me". In 2010, he slammed whistleblower website Wikileaks and its editor in chief Julian Assange, saying that their publication of Afghan war documents "could be enough to get someone killed," and he expressed irritation at their use of the name 'wiki'.



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