Advancing from middle management to senior leadership in the technology sector involves embodying traits such as vulnerability, transparency, data-driven decision-making, decisiveness, empathy, and effective personnel management. The author, who rose through the ranks from Cisco to ThoughtSpot, emphasizes the importance of self-reflection and openness about challenges, which builds trust and credibility with both superiors and teams. Transparency in sharing the rationale behind decisions fosters trust and alignment toward common goals. Data is crucial for making objective decisions, removing biases, and improving processes, which complements instinct and experience. Decisiveness is key, as leaders must make timely decisions even with limited information. Empathy is vital, especially in remote work settings, to respect and support team members, while timely letting go of underperforming employees is necessary to maintain team dynamics and productivity. Overall, successful engineering leadership combines soft skills with strategic, data-informed decision-making to build thriving organizations.