Alex recounts his struggles with self-limiting beliefs during high school, where he doubted his intellectual and social capabilities. These doubts continued into his time at Morning Brew, where he felt inadequate compared to his co-founder, impacting his confidence as a CEO. After leaving Morning Brew, Alex experienced identity whiplash and wrestled with new limiting beliefs about his entrepreneurial skills and balancing family and career. To address these challenges, he emphasizes recognizing patterns in self-description and using strategies like considering worst-case scenarios or reframing negative statements. Alex stresses that challenging limiting beliefs requires careful consideration of long-term happiness, acknowledging that while disproving some beliefs can lead to breakthroughs, others may involve trade-offs. The approach to tackling these beliefs—whether weakening, detaching, or disproving—depends on individual circumstances and evolves over time.