Episode · The Daily Stoic · 2026-10-24
Books mentioned on Robert Greene & Ryan Holiday: The Secret To A Great Apprenticeship
Twenty years ago, Robert Greene took a chance on a young college dropout named Ryan Holiday.
Ryan Holiday recommended The Law of the Sublime by Robert Greene, and discussed Mastery by Robert Greene and The 48 Laws of Power by Robert Greene and others. Robert Greene discussed The 50th Law by 50 Cent and others.
Books mentioned, in the order they came up
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The Law of the Sublime
Recommended“Robert was here at the bookstore because he has a new book coming out, The Law of the Sublime. It's an incredible book.”
Where to get it
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The 50th Law
The 50th Law by 50 Cent and Robert Greene is a strategic guide on power and fearlessness that blends philosophy with the life experiences of hip-hop artist 50 Cent.
Discussed“So, you were on a short leash and I needed somebody, I guess, for the 50th law, but you seemed, I don't know, probably something, I'm a little bit intuitive about people's non-verbals.”
Where to get it
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Mastery
Mastery by Robert Greene is a comprehensive exploration of the developmental paths required to achieve true expertise and eminence in a given field.
Discussed“And I remember, because you, during the mastery one, you asked me if there was a, you were like, I don't want you to transcribe these interviews anymore.”
Where to get it
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The 48 Laws of Power
The 48 Laws of Power by Robert Greene and Joost Elffers is a provocative non-fiction guide that examines strategy, manipulation, and the dynamics of social power through historical examples.
Discussed“It's interesting, the apprentice thing, because it connects to two laws and the laws of power, I think. Tell me what you think. Number one, never outshine the master.”
Where to get it
