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32 Lessons From “Millennial Philosopher King” — Ryan Holiday

Kate Ward
13 min readJul 23, 2018

Ryan Holiday was the Director of Marketing at American Apparel in his early twenties. He apprenticed under the great Robert Greene. At 31 years old, he is the author of 6 Bestsellers. His most recent book, Conspiracy, is sheer brilliance.

If you aren’t familiar with his work, you should be.

What’s most compelling about Ryan (for me anyway) is that he came of age during a time when blogging was cool. You know “the golden age” of writing online that present bloggers dream of.

The difference between Ryan and many other bloggers of “the golden age”?He had dreams of taking it offline — of being an author, not just making a quick buck.

And he put that dream into practice — by working incessantly on his craft. Working with and for accomplished authors. Learning the ins-and-outs of the media industry. Positioning and marketing his and others’ work. And writing… writing on his personal blog, refining a message, and opening his contrarian thoughts to public feedback.

Ryan is a great case study on how Millennials and Gen-Xers should think about operating in the working world. Not because of the accolades or financial success. But because he has been strategic in his approach, followed his curiosity, built a world-class network, and inspired a few…

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Kate Ward
Kate Ward

Written by Kate Ward

Thinking deeply about how to make myself and the world a little better. & writing about creators mostly | email: kate@onedayent.com

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