Natasha, 30, had a product manager role at a mid-size SaaS company in San Francisco — stock options, kombucha on tap, the whole thing. She was also doing test shoots on weekends for a photographer friend, which she told nobody at work about until a fashion week street-style shot of her went mildly viral in October and her entire Slack workspace sent her the link simultaneously. (The kombucha incident, as it is now known.) She negotiated a remote arrangement, used it to relocate to New York, then quit the remote arrangement four months later when a cosmetics giant offered her a year-long ambassador deal. The stock options have not vested. She does not seem concerned.