Megan Bach, COO of Federato and expert in machine learning for risk assessment, along with Lauren Reyes, COO of the YMCA of Greater Boston and advocate for positive change, share their experiences of rising from middle management to senior leadership. They discuss the emotional hurdles, self-doubt, and the importance of strategic visibility. Both guests emphasize the need for proactive career mapping, building professional relationships, and recognizing one's own worth to break through the stagnation many mid-level managers face.