My argument against a culture obsessed with hypersensitivity. — Uncle Mike was my grandfather’s younger brother. He stood a little under six foot and was so rail-thin you’d need good lighting and a pair of needle-nosed plyers to locate the fat on him. He was a laborer and he wore his years of laboring on his face and neck…

You give it all you got. More times than not, it won’t be enough. When it’s not, you sulk a bit. You blot the sweat from your brow. You knock the dust from your trousers. You wipe the blood from your nose. You lick your wounds like a dog not…

There’s a fundamental difference between “content” and “art”. “Art” is a visual, audible or written form of expression that is created for its own sake. “Content” is the creation of a material with the very specific intention of promoting a brand. Frank Ocean is an artist. Gary Vaynerchuk is a…

Before we begin, some people say I write the prettiest newsletter on the web — you should tell me if they’re full of shit. Anyone who doesn’t feel like luck has played a role in their success has a God complex. But, viewing luck as a scratch-off Lottery ticket sort…

Before we begin, some people say I write the prettiest newsletter on the web — you should tell me if they’re full of shit. Red Wing, if you’re reading this, here’s why you should stop whatever it is you’re doing and write me here. My great-grandfather and my great-great-grandfather were…

The piece you’re about to read originally appeared in my paid newsletter, Chasing Hemingway. I literally never make these puppies public so… Lucky you. Anyone who is reasonably intelligent and who has enough dog in them to throw themselves at something for a decade without losing vigor, will eventually look up to…

Early last week I was in New York doing some writing for a company that helps other companies spot cluster-fucks before said cluster-fucks become costly. It’s a bit more complicated than this but that’s all you need to know for the purpose of this writing. The founder of the company…

Some people say I write the prettiest newsletter on the web — you should tell me if they’re full of shit. I woke up early this morning next to my girl. She coaxed me into staying in bed with her a little bit longer than usual — until about 9:30…

I’d prefer you not follow me around. But, if you were to disobey this preference, I’m afraid you wouldn’t find my life terribly interesting. There is nothing entertaining about watching someone write. I’d say the same for reading. But, I do find it difficult to pull my eyes off of…