For five years, my parents told people I was the Harper family’s cautionary tale—the daughter who had abandoned Boston, run off to California, and never quite figured her life out. What they didn’t know was that while they were quietly mourning my “failure,” I was quietly building a health-tech company that would eventually be valued at $340 million.

Silicon Valley had been calling to me for a while—not because of startup glamour, but because the people solving the problems I cared about were there. When I told my parents I was moving to San Francisco, my mother said I was running away. I told her I was running toward something they couldn’t see. My father told me that when my California fantasy failed, I should not expect them to bail me out. Meredith was the only one who helped me pack. While we taped boxes in my apartment, she said, “You are brave enough to fail on your own terms rather than succeed on someone else’s.” I left Boston with two suitcases, a laptop, and $2,500. In my family’s eyes, I had fully become the disappointment. What they didn’t know was that this was the first honest choice I had ever made for myself.

Landing in California with almost nothing should have terrified me. Instead, stepping into my tiny Oakland studio felt like freedom so sharp it almost hurt. The apartment was barely a rectangle with a kitchenette. The neighborhood was loud. The radiator sounded hostile in winter. I loved it instantly because no one there knew who the Harpers were.