DiscoverLeveraging LeadershipMoving from Chief of Staff to Principal: Lessons from a Leadership Transformation at Microsoft
Moving from Chief of Staff to Principal: Lessons from a Leadership Transformation at Microsoft

Moving from Chief of Staff to Principal: Lessons from a Leadership Transformation at Microsoft

Update: 2025-09-22
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Description

Andrew Kisslo talks about his journey from marketing roles to Chief of Staff at Microsoft, sharing what it was like working in the role during a period of massive growth and change. He describes the different Chief of Staff archetypes, the importance of authenticity in leadership, and the process behind hiring his own Chief of Staff at SAP. Andrew also explains the career value of the Chief of Staff experience and offers practical advice on finding the right fit for both principals and Chiefs of Staff.


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Who Am I?

If we haven’t yet before - Hi👋 I’m Emily, Chief of Staff turned Executive Leadership Coach. After a thrilling ride up the corporate ladder, I’m focusing on what I love - working with people to realize their professional and personal goals. Through my videos here on this channel, books, podcast guest spots, and newsletter, I share new ideas and practical and tactical tools to help you be more productive and build the career and life you want. 

 

Time Stamps:

00:57 Andrew's Career Journey to Chief of Staff

01:53 Understanding the Chief of Staff Role

02:03 Historical Context of Chief of Staff Positions

02:59 Early Influences and Mentorship

03:43 First Impressions and Aspirations

05:05 The Reality of the Chief of Staff Role

09:05 Navigating the Challenges and Archetypes

13:38 Lessons from a Phenomenal Leader

18:14 Transitioning Out of the Chief of Staff Role

25:16 Becoming a Principal and Hiring a Chief of Staff

32:44 Final Reflections and Advice

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Moving from Chief of Staff to Principal: Lessons from a Leadership Transformation at Microsoft

Moving from Chief of Staff to Principal: Lessons from a Leadership Transformation at Microsoft

Emily Sander