Ryan Holiday
speaker
586 appearances
1 recordings
1 series
first heard Jul 2026
last heard 24 Jul
Ryan Holiday’s voice in public audio — every appearance, attributed to the second.
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recordings per month · last 12 monthsRecordings per month over the last 12 months — 1 in all, peaking in Jul 2026 with 1.
Appearances
Somebody gives you something to work on.
It only becomes a mentorship or an apprenticeship afterwards.
After a long time has passed, you can come to understand that's what it was.
What really happened is I got a job as a research assistant for this writer that I really liked.
And in a world before AI, I transcribed interviews he was doing for a book that he was writing.
And so it was just this kind of mundane task that I did well enough that it led to another one and another one and another one.
And all the while I was learning from him, I was able to ask questions, I was able to work on other projects.
And it sort of developed into this
relationship that continues to this day.
But through it, I learned the art of writing, the art of researching, how to manage a brand, how to put out a book.
I learned all the things that I do in my actual job now.
And I guess that's sort of the other thing, though, is that an apprenticeship or having a mentor, it sometimes can seem glamorous, but often a lot of it is just shit work.
You know, you're doing the things that they don't want to do, that their time is too valuable to do.
And you're glad to do it because their time is so valuable.
You think about what an hour of this person's time would cost if it even could be purchased.
And you get access to that for free.
What I understood is that I was getting to work with Robert and occasionally I could ask him questions that could teach me things that I wanted to learn and that what he was paying me was extra on top of that.
Yeah, there's a Zen story about this young student who wants to learn under this great master.
I forget exactly what it was, but he says, you know, hey, how long is it going to take?
And the master says it'll take 10 years.
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