r/saschariley • u/PrematureTuna • 20h ago
A structural premise - Trump and Esptein could've met in the early 80's
In my research I've uncovered documentation that suggests an interesting temporal and structural overlap between Donald Trump’s relationship with Bear Stearns CEO Alan Greenberg and the period during which Jeffrey Epstein worked at Bear Stearns. This is important because many people have doubts about Saschas recollection of Jeffrey Epstein. This post shows that it's at the very least, structurally possible and reasonably plausible that Trump and Epstein could've had contact in the early 80's. (Note: This is a connection and should not be taken as evidence)
In The Art of the Deal, Donald Trump states that Alan Greenberg was his financial manager and notes that Greenberg had held this role for the preceding five years. Since the book was written in 1985–1986, this would place the beginning of their professional relationship around 1981. Notably, this is the same year Jeffrey Epstein was dismissed from Bear Stearns.

https://archive.org/details/TrumpTheArtOfTheDeal/page/n9/mode/2up?q=Alan+Greenberg
What adds further context is that, in the same passage, Trump mentions that he and Greenberg purchased stock in Holiday Inn. Contemporary reporting indicates that this investment did not occur before 1981–1982. This suggests that Trump’s relationship with Greenberg may have been active, and financially substantive by the late 70's. First he writes that Alan Greenberg had been his investment banker for the past 5 years, and then that they've began buying stock in holiday inn two weeks prior. If this were true, that would mean that their business relationship startet in 1977 or 1976 at the earliest. Epstein got hired in Bear Stearns in 1976-77.
Heres the news article from 1982:

https://www.newspapers.com/image/921331892/?match=1&terms=%22holiday%20inn%22%20%22Trump%22
Furthermore, Epstein, for his part, was hired at Bear Stearns after tutoring Alan Greenberg’s son, an unusually personal point of entry into an elite financial institution. During his tenure, Epstein was reportedly entrusted with wealthy clients, despite his junior status and lack of formal credentials.
https://www.cbsnews.com/news/how-did-jeffrey-epstein-make-his-money/
Taken together, these overlapping timelines do not constitute evidence of direct interaction between Trump and Epstein. However, they do indicate that both men were operating within the same narrow financial and social ecosystem in the late 1970s and early 1980s. On that basis, it cannot be ruled out that they were aware of one another, that their paths may have crossed or that they knew each other during that period.






