Jake sits down with unapologetic con artist turned celebrity Anna Delvey in an effort to figure out her motivation for scamming New York City's elite. He explores why America is so captivated by her and what that says about us.

Jake explores the murkiest sectors of the DC "swamp" as he unpacks the underhanded dealings of uber-lobbyist Jack Abramoff, whose lack of scruples leads to one of the greatest lobbying scandals in American history.