Jimmy Wales used to joke that choosing to build Wikipedia on a non-profit, non-advertising model was either the best or worst decision he ever made—but he doesn’t joke about that anymore. “If you think about advertising-driven social media…it's driven them in many cases to prioritize agitation and argumentation in a negative sense over education and learning and thoughtfulness.” In his now ceremonial role, Jimmy spends a lot of time thinking about how to structure incentives so that the Wikipedia community stays aligned on values and focused on building an ever-improving encyclopedia.   Jimmy joined Tyler to discuss what happens when content moderation goes wrong, why certain articles are inherently biased, the threat that repealing section 230 poses to Wikipedia, whether he believes in Conquest’s Law, the difference between “paid editing” and “paid advocacy editing,” how Wikipedia handles alternative accounts, the right to be forgotten, his unusual education in Huntsville, Alabama, why Ayn Rand is under- and over-rated, the continual struggle to balance good rules and procedures against impenetrable bureaucracy, how Wikipedia is responding to mobile use, his attempt to build a non-toxic social media platform, and more. Follow us on Twitter and IG: @cowenconvos  Email: [email protected] Follow Jimmy on Twitter Follow Tyler on Twitter Facebook Newsletter