In the 20th century, it covered significant events such as Woodrow Wilson's tenure at Princeton and presidency, World War II, and student activism in the 1960s.

The newspaper is financially independent, with an annual budget exceeding $70,000, and its editorial team is led by the editor-in-chief Miriam Waldvogel as of December 2024. Notable alumni include Woodrow Wilson, the 28th U.S. president, Supreme Court justices, U.S. ambassadors, and journalists at various media outlets.

Early issues of the Prince called for unproctored examinations, a policy introduced with the implementation of the honor code system at the college in 1893.

It advocated for the abolition of mandatory chapel attendance, supported women's suffrage, and reinforced the ongoing revolt against the campus eating clubs.

The 1920s saw the paper become more light-hearted, with the introduction of popular humorous columns, a weekly photograph supplement, and annual pieces like an April Fool's story.

[4] In the 1960s, the Prince published articles on the assassination of John F. Kennedy in November 1963, and the subsequent week-long cancellation of university events.

Five years later, in 1968, the assassination of Martin Luther King Jr. resulted in the publication of letters, editorials, and articles and columns on his influence and student involvement in the civil rights movement.

The newspaper continued as a progressive force, calling for coeducation and requesting increased resources targeted at minority enrollment.

[4] In January 2007, the Prince caused controversy when it published a fictitious article in its joke issue, which referenced a lawsuit by Jian Li, who sued Princeton alleging that he was denied admission for being Asian.

Alumni include President of the United States Woodrow Wilson, Supreme Court Justices John M. Harlan[16] and Elena Kagan,[17] Governor of Illinois Adlai Stevenson, first Secretary of Defense James Forrestal, Secretary of the Air Force James H. Douglas, Jr., and U.S. ambassadors Livingston T. Merchant, Jacob D. Beam, Shelby C. Davis, Robert H. McBride, and William H. Atwood, among others.

[18] Notable journalists and writers include Pulitzer Prize winners Barton Gellman,[19] Mark Stevens,[20] Annalyn Swan,[20] Richard Kluger,[21] and Robert Caro.