As the Roberts Court marks its twentieth anniversary, discussions abound regarding its profound impact on American democracy and legal precedents. Chief Justice John Roberts has emerged as a pivotal figure, with opinions indicating a significant shift towards conservative values and a connection to political figures like Donald Trump. Critics argue that the court has actively dismantled democratic principles, raising ethical concerns and allegations of corruption. Supporters highlight the achievements attributed to the Roberts Court, yet the legacy remains contentious, reflecting both admiration and concern over the judicial direction taken in the past two decades.