This episode explores the Trump administration's ultimatum to Columbia University, demanding stricter measures against student protests in exchange for hundreds of millions of dollars in federal funding. Against the backdrop of student protests over Israel's war in Gaza, which included campus building occupations and calls for divestment, the university faced intense criticism from conservatives, including then-candidate Donald Trump. More significantly, the ultimatum forced Columbia into a difficult choice between upholding academic freedom and securing crucial federal funding, highlighting the significant leverage the federal government holds over universities. The ensuing internal debate at Columbia, involving the board of trustees and various departments, ultimately led to the university's decision to comply with Trump's demands, including restrictions on masked protests, increased campus police powers, and the appointment of an administrator to oversee the Middle Eastern Studies Department. This decision, while securing the potential for funding restoration, has raised concerns about the erosion of academic freedom and the potential for similar actions against other universities, as evidenced by the Trump administration's ongoing investigations into numerous other institutions. The episode concludes by examining the broader implications of this event for higher education in the United States, including the potential chilling effect on student activism and the complex relationship between universities and federal funding.