Sonic has been broke for years since Tails screwed most of Sonic's life savings on coke and Dreamcast stock for him. Despite this, Tails assists Sonic by getting jobs for him in Season 1. Sonic does basically anything to get money. His prized possession is a poster of Dominique Wilkins which he "watches" as a form of entertainment for most of the series. After fighting Mike Tyson in Punch Drunk he buys a frame for his poster claiming it'll pay for itself in 15 to 20 years.