In Early Stage Investing, Should Investors Bet on the Jockey or the Horse?

The horse is too small, the jockey too big, the trainer too old, and I’m too dumb to know the difference. – Charles Howard, owner of Seabiscuit addressing comments about his horse, Seabiscuit and the team of people he had assembled to train and race Seabiscuit. Red Pollard was Seabiscuit’s jockey and Tom Smith was […]

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What If Q&A: What Should I Do To Spread My Idea?

Rajoshi Gosh in Chennai, India sent me this question via email; I am a startup founder in the developing world.1 How should I go about making the right connections in the developed world for: A product that is global in nature? A product that is specific to the developing world? I will paraphrase Rajoshi’s question, and […]

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Why You Should Apply The Less is More Rule of Seduction When You Meet an Investor

Two weeks ago I had a meeting with an entrepreneur who has built an interesting startup. It was our first time meeting one another to discuss his startup. Before we met I had spent about 10 to 15 minutes studying the startup’s website. After doing that I sent him a list of questions that occurred […]

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