Coach and Be Coached: Microsoft President Deb Cupp’s Insights into Growing as a Leader and Helping Employees Succeed

The Future Of Work With Jacob Morgan

My interview today is with Deb Cupp, the President of Microsoft North America and board member of Ralph Lauren and Avanade, leading a $67 billion dollar business. Deb started her career in technology, working her way up the ranks to become a leader in the industry. As a leader, she has learned the importance of having a coach mindset and how it can transform the way we lead.

In our conversation, we explore the topic of coaching and how it can benefit both employees and organizations. Deb shares her insights on the coaching process, highlighting key frameworks and strategies for coaching employees, and what to do when employees are not coachable. She also emphasizes the importance of coaching the coach and focusing on strengths rather than weaknesses.

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