This issue of How It Actually Works is dedicated to Benjie Martineau, who died unexpectedly this last week.

He was one of my best friends, and was one of the best entrepreneurs I know.

What Makes a Great Entrepreneur?

This was originally published in my free weekly newsletter, How It Actually Works.

I don’t claim this to be the only description of what makes a great entrepreneur, it’s just what I’ve seen in the best entrepreneurs I personally know.

Less thinking, more doing

To a fault, they move faster than anyone else I know. “Shouldn’t we stop and think about XYZ first?” is almost always my initial reaction, but they just keep moving anyway.

Even better: I’m often right about some predictable problem. But the error is subtle, in that I almost always overestimate the cost of the problem. Some attempt doesn’t work and the entrepreneur just forgets it and moves on to the next thing.

One of Sam Walton’s employees said that Sam was “less afraid of being wrong than anyone I’ve ever known…Once he sees he’s wrong, he just shakes it off and heads in another direction.”

Really the cost for most people when they try something that doesn’t work is to their ego. Being wrong makes them feel bad about themself, or embarrasses them in front of others.

Doesn’t care what people think of them

Not in the sense that they’re assholes who are jerks all the time, but that they enjoy the exploration and discovery that comes from being an entrepreneur for its own sake.

If other people think an idea is stupid, who cares, it was fun to try and now we’re moving on to the next thing anyway.

Ideas are clay in their hands

Ideas are tweaked, adjusted, combined, removed… they’re the building blocks of entrepreneurship.

No idea scares a great entrepreneur. Feasibility is important, but is considered much later after it’s decided whether an idea is actually good.

Why does this matter? Because so many valuable things are going to appear impossible.

They can sell

Should go without saying. This is 90% of the job.

The Links

United Flight Attendants are Selling Their Seniority

Senior attendants are selling their better spots to junior attendants.

Gatsby is Hiring

My friends at Gatsby are hiring an Operations Manager. If you do well it could turn into a Chief of Staff role.

Justin Khan’s Program on Feeling Good

“I decided to write this guide because I have been pretty happy recently. I would go as far as to say that I am the happiest I’ve ever been (in a sustained way) in my adult life, and completely independent of my external circumstances. This is how I’ve done it.”

How Investors Think About Ideas (youtube)

If you’ve never heard about raising money from venture capitalists…

Quote from Marc Andreessen

"The world is a very malleable place. If you know what you want, and you go for it with maximum energy and drive and passion, the world will often reconfigure itself around you much more quickly and easily than you would think.”

This was originally published in my free weekly newsletter, How It Actually Works.

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