In this episode, Jack Oujo discusses his book, Too Smart to Be an Umpire. After eight years chasing his dream of becoming a major league umpire, Oujo was let go and faced with the fact that his "Plan B" was now his "Plan A." The rejection could have broken him. Instead, he translated everything he learned from officiating into building an incredibly successful wealth management firm. The conversation explores how umpiring taught him to think under pressure, manage difficult people, and focus on process over results. Oujo explains why parallel planning matters when pursuing long-shot dreams, how to let angry people exhaust themselves, and why getting fired from baseball became the catalyst for building something greater than he imagined.