Dave shares a personal story about a pivotal moment in his investing career when he chose not to invest in Uber, a decision he now views as a significant mistake. He reflects on how missing out on major opportunities can weigh heavily on investors, likening his experience to that of Warren Buffett, who often emphasizes the importance of seizing the right chances. The conversation dives deep into the emotional landscape of investing, revealing the challenges of comparison and the allure of "magic" in successful ventures.