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Ryan Holiday

What Ryan Holiday thinks about ambition

@ryan-holiday · 13 positions · On ppll ↗

American author of The Obstacle Is the Way and Ego Is the Enemy; writes the Reading List book-recommendation email and owns The Painted Porch bookstore in Bastrop, Texas.

Ryan Holiday did not write this page.

We collected these quotes from things they published elsewhere, and every quote links to where it was said. They have no account here and have not endorsed this site. Quotes are word for word; the short line under each one is our own restatement, not their wording. Their own site. Is this you? Claim it or ask us to remove it. Or tell us what is wrong here.

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Only Ryan Holiday on ambition. See everyone on ambition

3 dated positions, 2026, in their own words. Our reading of what Ryan Holiday has said — not written or endorsed by them.

3 positions so far — this page is not yet offered to search engines.

  1. Our readingThere is nothing wrong with building something large, as long as that is genuinely what someone set out to do.

    Their wordsIt is fine if you want to be a Chipotle. There's nothing wrong with building something large if that's genuinely what you set out to do.

    ↗The Discipline Required To Create The Life You Wantryanholiday.net 1st of 4 in this piece

  3. Our readingMost people never sit down to decide what success or "enough" would look like for them, and so end up chasing growth indiscriminately.

    Their wordsBut in my experience, most people actually don't really think at all about what they're setting out to do. They don't sit down and consider what success would look like for them, what "enough" would feel like, what winning their particular game would mean.

    ↗The Discipline Required To Create The Life You Wantryanholiday.net 2nd of 4 in this piece

  5. Our readingBuilding the life you actually want takes discipline: to work out what you want, and to turn down cool, lucrative opportunities.

    Their wordsIt takes discipline. The discipline to figure out what you actually want your life to look like. The discipline to turn down cool, lucrative opportunities.

    ↗The Discipline Required To Create The Life You Wantryanholiday.net 4th of 4 in this piece