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The co-founder and CEO reflects on the significant personal growth experienced while transitioning from a small security company to one with over 400 employees and a multi-billion dollar valuation. Initially, he felt the weight of outcomes resting heavily on his shoulders, but over time, it shifted towards fostering the success of a capable team. As Sierra matures, he emphasizes the importance of leadership development within the organization, focusing on empowering others rather than centralizing control. This evolution signifies a shift from individual contributions to creating a culture that promotes collective success and progress.