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In this talk, I delve into my own experiences during this transition, highlighting not just the errors I made, but also the insights I gained about self-assessment, motivation, and resilience. I will share strategies for identifying personal strengths and weaknesses as they relate to management roles, understanding the deeper motivations behind the pursuit of a leadership position, and developing the resilience necessary to thrive. Additionally, I touch upon preparing for leadership-focused interviews, the essential questions to ask potential employers, and other subtleties of making this significant career shift