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I have won 23 Grand Slams. Building a venture portfolio is harder. At least in tennis, I controlled the outcome.
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75% of our portfolio companies are led by women or people of color. That is not charity. That is where the best deals are because everyone else is ignoring them.
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I invest in products I use. If I am ordering it, wearing it, or recommending it to my friends, I want to own a piece of it.
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Tennis taught me that preparation wins. In investing, diligence is preparation. You do the work before you write the check.
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Retiring from tennis was terrifying. Starting Serena Ventures was exciting. The competitive energy does not go away — you just redirect it.