‘Leave The Crazy At Home’: 3 Things Ryan Holiday Taught Me

Ryan Holiday

To this day I still get people stopping me in the street saying their favourite guest is Ryan Holiday, the author, marketer and entrepreneur who apprenticed with Tim Ferriss and Robert Greene.

The good news is Ryan is coming back this summer, and is about to release his new book The Ego Is Your Enemy. Like you, I can’t wait!

Ryan taught me so much on his last visit, not just about strategy, marketing and success, but about philosophy and life.

Here are three of the big lessons I learned from Ryan:

  1. The Obstacle Is The Way
  2. Leave The Crazy At Home
  3. Share Your Secrets

Ryan Holiday - Trust Me, I'm Lying TRAILER | London Real

  1. The Obstacle Is The Way

This is the title of one of my favourite Ryan Holiday books. The essence of it is Ryan’s love of Stoicism, and it’s here you can really see the influence of Robert Greene and Tim Ferriss.

Stoicism is really all about delayed gratification. It’s is playing the long the game.

It’s really what we are all about here at London Real – going to where the fear is, and understanding that the thing that terrifies us the most is probably what offers the greatest amount of growth and payback in the long run.

My Review Of Ryan Holiday's 'The Obstacle Is The Way'

  1. Leave The Crazy At Home

Ryan made his way to the top by basically hustling his way there, living on the couch of Tucker Max, being a dogsbody and researcher for Robert Greene and helping Tim Ferriss in any way he could.

He worked for little or nothing and was there 24/7 for the men he knew would jumpstart his career and happiness.

Ryan was successful because he left his ego at the door, he didn’t make demands and no job was beneath him. He was apprenticed to masters and he knew his place.

These days, he struggles to find interns and employees that hustle like he did at 19.

It is easy to get caught up in the romance of being an intern to a globally recognised badass, but another thing entirely to show commitment and loyalty when you don’t get your own way.

Ryan Holiday's Advice To Interns

  1. Share Your Secrets

Like his mentor and friend Tim Ferriss, Ryan has never shied away from revealing the tricks of his trade. He is not precious about what he knows.

He understands that most people are lazy and trusts that the people who are smart enough to take what he writes to heart, are the right people. The value will come back to him tenfold.

It doesn’t make sense to cling to knowledge that will probably become outdated anyway. Playing the long game means being the key person of influence in your field, and that means you position yourself by adding value.

Ryan Holiday On Tim Ferriss

I can’t wait for Ryan’s return to London Real this summer. Let me know what you loved about this classic conversation, and send me a tweet or leave a comment with some questions for his next visit!


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