John Oliver lampooned Dean Cain's recent announcement that he is considering joining the ICE (Immigration and Customs Enforcement) agency. On 'Last Week Tonight,' Oliver quipped about Cain's career trajectory, referencing his role as Superman in the 90s show 'Lois & Clark.' Oliver suggested that Cain's potential involvement with ICE signals a downturn in his career, using a sardonic Hollywood adage to emphasize his point. The segment drew attention to the controversial nature of ICE's operations and the unexpected political stance taken by the former superhero actor.