( Leo's POV )
Initially, Leo had no intentions of joining the 'Uprising'.
He was not a believer of their mission to liberate the Empire from the rule of the current Emperor, nor was he interested in financing rebellion against the crown, however, all of that changed when he received the Global Announcement, that the 'Milwaukee Viscounty' had been annexed by the Uprising successfully, marking the beginning of a rebellion movement.
Upon receiving that notification, something within Leo's head clicked, as he realized that while most players only had the option to choose one side, either the rebels or the Empire, he could choose both.
For many days prior to this global announcement, Leo had been deeply pondering on how he could stage a show as big as the Demon King, where he slowly fooled the crowd, leading them on to one defining moment, that would become the climax of his legend.