“The young men of Silicon Valley were doing fine. They loved their industry, loved their work, loved solving problems. They had no qualms. They were builders by nature, or so they believed. They saw markets in everything, and only opportunities. They had inexorable faith in their own ideas and their own potential. They were ecstatic about the future. They had power, wealth, and control. The person with the yearning was me.” Sometimes, there are just books you read at the right time in your life. Michelle Obama’s memoir, “Becoming,” was one such book for me, as she wrote with candor about the somewhat tumultuous period of change that was her mid-to-late 20s. Anna Wiener’s techno-memoir, “Uncanny Valley,” which chronicles the time she spent working in several Silicon Valley startups, felt like it should have been that book for me but wasn’t. The premise is simple: Wiener, frustrated and disillusioned in her role as an underpaid and unfulfilled assistant in a major publish...