Entrepreneurs are a Little Crazy

Fourteen years ago the dot-com crash had just finished and I went to my professor asking for $20k. He obliged, I started recruiting classmates as summer interns, and sought out my college advisor to take a leave of absence even though I was only 2.5 credits away from graduating. In hindsight, I was a little crazy, yet completely determined to succeed.

Jason Lemkin likes entrepreneurs that are a little crazy, in a good way:

Here are a few ideas to evaluate if an entrepreneur is a little crazy:

  • When they talk, is there a glint in their eye that what they’re pitching might actually happen?
  • Is there a feeling of determination that they’ll walk through walls to be successful?
  • Are they blissfully ignorant to the challenges ahead while levelheaded otherwise?
  • Do you get the feeling that it’s not a matter of if they’ll be successful, but rather when and at what scale?

After thinking about it, I agree that some of the best entrepreneurs are a little crazy, in a good way. Creating something from nothing is incredibly difficult, and entrepreneurs that are a little crazy are more likely to succeed.

What else? What are some other thoughts that entrepreneurs are a little crazy?

3 thoughts on “Entrepreneurs are a Little Crazy

  1. Before I quit my job as a music producer to become a tech entrepreneur, I worked with a bassist who had played on tour with Michael Jackson, Mariah Carey, Justin Timberlake, Whitney Houston, etc.

    One day I asked him if he noticed any common themes amongst the most successful artists in the world. He said, “yeah, the bigger they are, the crazier they are…and Michael tops that list too.”

  2. I love that ‘crazy’ can be the adjective for success belonging to a quirky persona! 🙂 Crazy’s so often genius. And bankrupt…. Currently know a few self-made millionaires who had to experience the wrong-decisions of ‘crazy’ and losing everything before rising up the bizarre ladder of success again (and interestingly, they haven’t forgotten the people on those upward runs, unlike some other, less ‘crazy’ CEOs i can think of). Crazy. 🙂

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