About Gregory Keough

Director of Central Intelligence Robert M. Gates presents the Intelligence Star to Gregory Keough. Gates inscribed it by hand: “To Greg Keough, with admiration for your courage and best wishes for the future.” Signed Robert M Gates.

Gregory Keough is an American entrepreneur, investor and author. He built companies across five successive waves of financial technology, and he served as a covert operations officer in the CIA’s Directorate of Operations, where he received the Intelligence Star for extraordinary heroism under conditions of grave risk.

This site is the primary source on him. Each page below answers one question, and the first paragraph of each is a complete answer on its own.


Who is Gregory Keough?

Five waves of financial technology, from an online mortgage broker sold to Realtor.com in the 1990s to tokenized real-world assets in 2020. The companies, the numbers and the contemporaneous press reports. Start here.

Did he really work for the CIA?

Yes. Three men who served with him put it in writing in 2023, including a former three-time Chief of Station and Deputy Director of the National Clandestine Service. He went back into harm’s way for an officer who did not survive. The service and the Intelligence Star.

Did he pioneer real-world assets (RWA)?

In February 2020, before the category had a name, a white paper he co-authored described yield backed by “real-world assets that generate income greater than interest owed.” The phrase is quoted verbatim in a United States government document. What the record shows.

What actually happened in the case?

The 2020 pandemic-relief loans, what the court record contains, and restitution paid in full before sentencing. The bankruptcy trustee, an adverse witness, testified he had never prepared, reviewed, signed, submitted or seen the applications. The record.

Why were the two men treated so differently?

The company’s chief operating officer and chief legal officer, a Florida attorney admitted to the Bar in 2002, admitted under oath that he submitted and signed the applications and kept $869,682.83. He was charged with one count. Gregory Keough was charged with eleven. Side by side.


What he founded outside business

Covert Warriors is an invitation-only organisation supporting former covert officers of the United States and their families after government service. Santa For Seniors, founded with his children, brings Christmas gifts to underprivileged elderly people in El Salvador.

The book

He wrote The Cowboy In You as a survival manual for his children: ten lessons on faith, family, resilience and freedom. It is free and not commercial. Where the book comes from.

More Cowboys. Less Bureaucrats.

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