Interesting theory. Dred Pirate Roberts left some clues behind that defines his unique tastes:
1. He had a flair for articulate writing. Even posts regarding updates had a formal style. Whoever it was, they had attractive leadership qualities. He was a hero and never wrote anything slang or youthful. Just like a true CEO or what you'd expect a leader to write. He had grace during the most challenging times in the market's history.
2. Book club. DPR hosted a Solk Road book club and actively participated in it and recommended books to read. It was obvious this club was just to spread his views and generate hype over Libertarianism. His Favorite books were mostly related to politics, economy, Libertarians, history of Libertarian in Europe, etc.
3. He was certainly not young or American.
I recall some British style English. Although, he did write how he changes his writing style to foil writing style algorithms.
4. Crypto crazy. He was a master of encrypyion tools & Bitcoin. Always recommending tools and updates in posts. Signed with his PGP key always.
5. He was a bad coder. His posts regarding PHP code was often criticized by users who were more versed coders. However, he was an excellent writer, very technical on economics. Never did he mention anything about pop culture. Like he was older or isolated.
There's more.