Despite emerging from the Democratic National Convention with a formidable lead in the polls, Hillary Clinton is now facing a tsunami of late-summer scandals that threaten to blunt her momentum—and even derail her campaign. On Monday, a federal judge ordered the State Department to begin reviewing nearly 15,000 previously undisclosed e-mails and documents uncovered by the F.B.I., and urged the agency to release the documents ahead of the proposed mid-October deadline. The latest setback for the Clinton campaign, which has toiled to move on from the enduring e-mail saga, means that the Democratic presidential nominee could face a slew of new headaches just before the election. With Clinton’s untrustworthiness and unpopularity second only to Donald Trump, the release of thousands of new documents could portend a devastating October surprise.

The latest batch of e-mails is already causing trouble for the former secretary of state. Judicial Watch, the right-wing legal advocacy group behind the effort to release Clinton’s e-mails, published 725 pages of the documents, containing “20 Hillary Clinton email exchanges not previously turned over to the State Department,” according to a press release from the organization. The document dump foreshadows the difficulties the Democratic Party could face as it battles accusations that Clinton gave preferential treatment to Clinton Foundation donors while leading the State Department from 2009 to 2013.

Among the previously undisclosed exchanges is a conversation between Clinton’s longtime aide Huma Abedin and Doug Band, a top Clinton Foundation executive, in which the pair coordinate a meeting between Clinton (who was secretary of state at the time) and Crown Prince Salman of Bahrain, a major donor to the Clinton Foundation. Though the exchange is far from a smoking gun, it and a number of other e-mails involving Abedin are a bad look for the Clinton Foundation as it combats accusations of pay-to-play. (Hillary and Bill Clinton have repeatedly denied any wrongdoing associated with their foundation, which has raised hundreds of millions of dollars for global health initiatives and philanthropic endeavors around the world. The Clinton campaign has said the foundation would “restructure” itself if Hillary Clinton is elected president.)

The intricate web of relationships between Clinton, her foundation, and her extensive network of donors and confidantes continues to cast a pall over her tenure as secretary of state. Chief among her critics is Trump, the Republican nominee, who has characterized the Clinton Foundation as “the most corrupt enterprise in political history” and called for the non-profit organization to “be shut down immediately.” The Clinton campaign was quick to dismiss the statement, criticizing Trump for his own lack of transparency and asserting that it had already outlined the operational changes that would take place after the election. “Donald Trump needs to come clean with voters about his complex network of for-profit businesses that are hundreds of millions of dollars in debt to big banks, including the state-owned Bank of China, and other business groups with ties to the Kremlin,” John Podesta, Clinton’s campaign chairman, shot back.

The attacks from the right, however, will only intensify as more Clinton e-mails and documents come to light. Regardless of Clinton’s double-digit lead in a number of key states, the discovery of 14,900 previously undisclosed documents could give Trump 14,900 new opportunities to chip away at Clinton’s chance at the presidency.