37 Lessons (Or So) From A 37 Year Old

Ryan Holiday
11 min readJun 19, 2024

Earlier this month, I gave a talk in Colorado. I got in late, but it was OK because I knew they were putting me up in a really nice hotel, one I remembered staying in before. As I walked to my room, I was struck by how run down the hotel was. The furnishings seemed staid. The walls were scuffed. The decor was tired. Even the electronics in the room were old.

Weird, I thought, this hotel used to be new and trendy.

Then it hit me: It used to be. Time had passed. I might have been in my twenties the first time I stayed there! And then it really hit me: I used to be new and trendy. I’m pretty worn down myself! Those same years have been working on me, too.

There is a similar observation from Seneca. He’s visiting the house he grew up in and is lamenting the poor state of the landscaping. All the trees that lined the road on the way in were dying. Then he realized, this wasn’t a maintenance issue. The trees, which he had planted himself were dying…of old age. And he himself was not in much better shape.

I’m writing this birthday post — my 37th birthday and my 12th post in this series — in a COVID brain fog (I picked it up on my book tour). I’m not great at math, but when I was born, life expectancy was roughly 75 years…that puts me at the halfway point. I know medicine is better these days but that still…

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Ryan Holiday

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