President Donald Trump expressed dissatisfaction with Kimberly Guilfoyle and indicated he is contemplating whether to dismiss her from her role as U.S. ambassador to Greece. His comments followed a series of critical reports in The Wall Street Journal regarding her behavior before and after her appointment to the diplomatic post. Guilfoyle, a former Fox News personality, was previously engaged to Trump’s eldest son, Donald Trump Jr., before receiving the ambassadorial nomination.

The Wall Street Journal has published multiple investigative pieces that raised questions about Guilfoyle’s activities, including her efforts to promote American natural gas sales to U.S. allies in Eastern Europe. These reports highlighted her unusual involvement with a Greek construction firm and its lobbyist, who accompanied her to official meetings. The scrutiny intensified with revelations that she requested a $100,000 payment from a Trump donor to cover expenses prior to her Senate confirmation hearing.

Additional allegations surfaced in October 2026 claiming Guilfoyle boasted about financial backing from wealthy Greek businessmen, which allegedly funded her extensive travels. Her legal team denied any wrongdoing, asserting that the money sought from the donor was for prior speaking engagements and public appearances unrelated to her ambassadorship. They also insisted she adhered to all State Department travel regulations during private plane trips.

As the situation unfolds, the White House has yet to make a final decision on Guilfoyle’s position, with President Trump publicly stating that he is “not happy” with her performance. CNBC has reached out to Guilfoyle’s attorney for comments on the matter. The controversy signals a potential shakeup in the diplomatic team amid heightened media scrutiny and political pressure.