Impressive Entrepreneurs

Reading Paul Graham’s wonderful post on How to Convince Investors prompted me think back over my last 5 years in venture capital and what traits stood out among entrepreneurs that I was most impressed by.

Of course this is a subjective view, and based on a cohort of a few thousand people. There will always be many exceptions but I still find it helpful as a reference list. As an investor in early stage companies, across a broad range of technologies and industries, backing great entrepreneurs is the easiest way for me to increases my odds of success.

Entrepreneurs who have impressed me most tend to be:

  1. soft spoken and amazingly calm, even under stress. They don’t appear to be easily over-excited by success or failure.
  2. extremely product oriented. They are not enamored by technology, creativity of their idea, or their past laurels. It’s all about the product for them.
  3. resourceful with time and money. They are somehow able to get so much done with so little.
  4. surround themselves with top talent and network, and shun mediocrity at all times.
  5. convinced they will eventually win even if they don’t yet know how. Their attitude gets reflected in the culture of companies they build.
  6. extremely knowledgable about their space. It doesn’t matter their age or complexity of industry they are tackling. They can explain their vision in starkly simple ways, but if I want to double-click on any topic, they come prepared to be challenged.
  7. unashamed if they don’t have all the answers. They don’t try to BS their way out of a question and get back to me later if it was a relevant question.
  8. charismatic and pull me into their conversation. They don’t just deliver facts and business models, but help me see what’s going on in their mind.
  9. genuine in their answer to: “what are you looking for in an investor?”
  10. understand the motivations of professional investors. Without letting it interfere with their vision, they are able to help investors see what success could look like.

It is the greatest privilege of my job to meet amazing entrepreneurs and company builders on a regular basis. When I am lucky I am able to back some great entrepreneurs. At other times I may have let my own smartness get in the way of success. Either way, I know I will succeed mostly because amazing entrepreneurs will find ways to solve int’g and relevant problems in creative ways, and will allow me to partner with them.

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One Response to Impressive Entrepreneurs

  1. Semil Shah says:

    Bilal, I feel the same way. Styles play a big part of whom I like to spend time with. One idea is to consider a case with someone young who may have the makings of these attributes, but they’re not quite developed yet — you have to see if they can grow into it. How do you react in those cases? I think most investors would love to find the person you’re describing, but perhaps also a part of the art is to identify people who can grow into these things.

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