The Beauty of Being Rejected
Entrepreneur|December 2020
I thought my idea to shake up the book industry was brilliant. Investors didn’t. That ended up being my greatest asset.
JESSICA EWING
The Beauty of Being Rejected

In 2009, after five years as a product manager at Google, I quit my job to become a novelist. I loved my time at Google, but I just felt like I wasn’t on my own path. So I went off in pursuit of finding it.

I spent six years writing fiction. It was hard, vulnerable work—work that I then had to beg publishers to read. I never became a best-selling author, but I gained deep insight into the book industry, and empathy for the writers who are being squeezed between two giant forces: disruptive technology and the traditional publishing industry. I started dreaming up ways to improve the space, including an idea for a startup that would let authors share their works in progress and get early feedback from readers. I started shopping it around to investors.

Because of my history at Google, I was able to get a lot of investor meetings, which gave me a false sense of confidence. My first was with Sequoia Capital, one of Silicon Valley’s most prestigious firms, which was an indicator that I had no idea what I was doing. Sequoia is not anyone’s warmup conversation. The meeting was lovely and encouraging, which only fed my naivete.

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