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Fact check: What was Trump's relationship with Jeffrey Epstein before 2009?

Checked on September 16, 2025

1. Summary of the results

The relationship between Donald Trump and Jeffrey Epstein before 2009 is a complex and multifaceted one, with various sources providing different accounts of their interactions and the nature of their friendship [1]. According to some sources, Trump and Epstein were friends for a number of years, with Trump describing Epstein as a "terrific guy" in 2002 [2]. They socialized at parties and trips, and Trump even commented on their shared affinity for beautiful women [1]. However, the exact timing and circumstances of their falling out are unclear, with different sources providing varying explanations, including Trump barring Epstein from Mar-a-Lago for his behavior toward a teenager or for 'stealing' young women who worked for his spa [1]. Some sources suggest that the falling out occurred in 2004 [3], while others provide different timelines [1]. The authenticity of certain documents and signatures related to their relationship has also been called into question [4].

2. Missing context/alternative viewpoints

A key aspect missing from the original statement is the context of their social interactions, including the fact that they traveled together on Epstein's private jet between New York and Florida [1]. Additionally, the sources provide limited information about the investigations into Epstein's sex crimes and the subsequent release of documents related to the case [2]. Alternative viewpoints on the relationship between Trump and Epstein are also not fully explored, including the possibility that their friendship was more superficial than initially suggested [5]. Furthermore, the sources do not provide a clear picture of the power dynamics at play in their relationship, including the fact that Epstein was a wealthy and influential individual [6]. The sources also mention Trump's comments about Ghislaine Maxwell, which have been described as "bizarre" [6].

3. Potential misinformation/bias in the original statement

The original statement may be misleading in its implication that a clear and definitive account of Trump's relationship with Epstein before 2009 can be provided [1]. The sources suggest that the truth is more complex and nuanced, with different explanations and timelines provided by various individuals and sources [1] [3]. Additionally, some sources may be biased in their presentation of the facts, with certain outlets and authors potentially having a vested interest in portraying Trump's relationship with Epstein in a particular light [7] [6]. For example, Trump's lawsuit against The New York Times over its coverage of his family and political movement, including his relationship with Epstein, may be an attempt to distance himself from Epstein and influence the narrative [5]. Ultimately, a thorough understanding of the relationship between Trump and Epstein requires a careful consideration of multiple sources and perspectives [1] [4] [2].

Want to dive deeper?
What were the circumstances of Trump's first meeting with Jeffrey Epstein?
How did Trump and Epstein interact at Mar-a-Lago before 2009?
Did Trump and Epstein have any joint business ventures before 2009?
What did Trump say about Epstein in interviews before 2009?
How did Trump's relationship with Epstein compare to his relationships with other wealthy donors before 2009?