Learning to Win at Winning
I recently helped facilitate a leadership training session with school leaders. During our time together, we posed two simple questions: What is a recent leadership win? and What is a current leadership struggle? A pattern emerged immediately. When leaders spoke about wins, nearly every response centered on their team or their school. Success was collective, shared, and outward-facing. When we turned to struggles, the shift was stark. Almost every answer became deeply personal. Leaders spoke candidly about their own shortcomings, blind spots, and areas for growth. When we pointed this out, the room grew quiet. The realization landed. Reflection matters. Continuous improvement matters. But so does recognizing your own victories. Too many leaders are experts at accountability and amateurs at celebration. I know this because I live it. I struggle with personal praise, with public recognition, with allowing myself to simply receive a compliment. A therapist could likely trace that bac...