Florida Judge rules against Trump in lawsuit against major media company
U.S. President Donald Trump makes a sports announcement at the White House in Washington, D.C., U.S., May 5, 2025. REUTERS/Leah Millis
President Donald Trump was recently handed another loss in court, after failing to convince a Florida judge that he was owed money by the Guardian newspaper for reporting on a federal investigation involving his company.
Guardian reporter Hugo Lowell reported Monday on the ruling by Judge Hunter W. Carroll of Florida's Twelfth Judicial Circuit, who is an appointee of then-Gov. Rick Scott (R). Carroll granted an anti-SLAPP (strategic lawsuit against public participation) motion the Guardian filed, which defendants often file when alleging a lawsuit has been filed with the intent of intruding on First Amendment rights.
Additionally, Lowell reported that Judge Carroll found that reporting critical of Trump and his businesses could not be used by Trump Media & Technology Group (TMTG), which is the parent company of his Truth Social platform, to demonstrate actual malice in litigation.
TMTG sued over a 2023 article in the Guardian, in which the paper reported on a federal investigation into the company by the U.S. Attorney's Office for the Southern District of New York (SDNY). TMTG had accepted $8 million in emergency loans from shadowy entities it knew little about at the time it accepted the money. One loan for $2 million came from Paxum Bank, which is headquartered in the island nation of Dominica. The other $6 million loan came from an entity called E.S. Family Trust.
The Guardian reported at the time that one of the trustees of E.S. Family Trust was a director of Paxum Bank. And one of the bank's part-owners had ties to Russian President Vladimir Putin. SDNY prosecutors were probing whether the loans violated federal money laundering laws.
According to that report, one of the executives of TMTG floated the idea of returning the money given the lack of details and transparency about who was providing the loans. TMTG co-founder Will Wilkerson — who eventually became a whistleblower in the federal investigation — told SDNY that Chief Financial Officer Phillip Juhan was uncomfortable about the murky nature of the two entities.
The $2 million from Paxum Bank was sourced in December of 2021 by Patrick Orlando, who was executive at Digital World Acquisition Corporation, which was the entity TMTG merged with when the company went public. Orlando charged a $240,000 finders' fee for the loan, which was sourced through an offshore bank. Donald Trump Jr. ultimately signed off on the loan, per the report.
