In 2013, Grayson Dearlove dissolved a company he started just twenty-two months before-the second failed startup that he closed in less than two years. Also in 2013, he joined an angel investment group, made his first angel investment, tried to raise a $150 million venture capital fund, and started three new companies. Meanwhile, another one of his companies-one that he thought was doomed to failure years ago- continued to grow and pay dividends, while yet another of his companies began to wind down after almost ten years of successful operation. Most days he swung from feeling tremendously...