2 Years Of Lessons From Running My Own Bookstore

Ryan Holiday
9 min readMar 27, 2023

It is only from doing hard things, the Stoics said, that we learn what we’re capable of.

A little over three years ago, my wife and I had the craziest idea we’ve ever had in our lives: to open a bookstore in Bastrop, Texas.

Opening a small business is always hard. But opening a small business during a pandemic in a small town in rural Texas? To call it a challenge would be an understatement.

We’ve learned a lot…about business, about books, and about what we’re capable of. Last year, I wrote a piece on the lessons we’d learned in our first year of business at The Painted Porch. Now, another year has passed and we have learned a few more…and re-learned some of the ones we thought we’d gotten the first time. I share them here so you can perhaps learn a little from my experiences and hopefully go create something cool of your own out of it.

[1] Anything can be a good business if you treat it like a business. Too many indie bookstores are started because people think they’ll be fun…or because they love books. No, you have to be serious. I learned this as a writer: treat it like a job.

[2] The bookstore of course is not just a bookstore. It is my office. It is my employee’s office. It is where I record podcasts and film YouTube videos. I rent part of the building to…

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Ryan Holiday

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