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This is The Accomplishment That Matters Most

Ryan Holiday
6 min readMay 6, 2024

A few years ago, Tim Ferriss asked if I would come over for dinner. It was clear he wanted to ask me something, although he wouldn’t say what. I really could not have guessed that he was asking permission to hire away my research assistant Hristo Vassilev to run his podcast, which Hristo has done ever since.

A couple years later, Tim would poach my actual assistant, Loni, too.

The reason for the dinner is that Tim is a good guy and more, Hristo had told Tim he would only accept the job if I was OK with it–but neither of them needed to worry. You should absolutely take the job, I said to Hristo. This is the kind of thing I was training you for.

I’m of course very proud of the books I have written and the things I’ve been able to do. I like accomplishing things. I like my success. But anyone who has seen someone they’ve discovered or mentored or opened doors for knows that there is something truly amazing about watching them succeed, when they go on to bigger and better things.

I just had this experience last month. Brent Underwood started as my intern more than a decade ago at the marketing company I was building. Actually, I hired several interns but he was the one that stuck.

Last month, I interviewed him on a very special day: He had just released his first book

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Ryan Holiday
Ryan Holiday

Written by Ryan Holiday

Bestselling author of ‘Conspiracy,’ ‘Ego is the Enemy’ & ‘The Obstacle Is The Way’ http://amzn.to/24qKRWR

Responses (36)

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Ryan, this is great insight.
I think it was Wayne Dyer that once used water as an analogy for this type of attitude.
He said think about what happens when you try to hold on to a handful of water, it squeezes right through your fingers and you lose…

A heartwarming reflection on mentorship and legacy Ryan! It’s inspiring to see how you cherish and celebrate the growth and achievements of those you've mentored, just as much as your own successes.

I experienced that myself as the former president of a student organization.
I'm so proud of the next board, which consists of people that I introduced to the organization, and taught them a lot.
It's a great feeling to know I've contributed to someone's life in a positive way