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The Future of Leadership: Scaling Teams with Empathy & Purpose | Deb Cupp, President of Microsoft Americas

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Feb 19, 2025
Deb Cupp, President of Microsoft Americas, is a leader renowned for her customer-centric approach and team scaling expertise. She shares insights on transforming setbacks into growth opportunities through empathy and resilience. The discussion touches on nurturing authenticity in the workplace, the importance of emotional expression in leadership, and fostering strong team connections. Deb emphasizes creating space for imagination and personal growth, while also addressing the significance of clear purposes in empowering high-performing teams.
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ADVICE

Clarity and Support in Leadership

  • Clearly communicate expectations and desired outcomes to your team.
  • Understand individual needs and address potential blockers to create a supportive environment.
INSIGHT

Leading by Example

  • Leading by example is crucial for creating a safe space for honest feedback.
  • Model the behavior you expect from your team, especially speaking truth to power.
ANECDOTE

Customer-Centric Debate

  • Deb Cupp uses customer experience examples to provide alternative perspectives during debates.
  • She emphasizes respectful discourse and learning from differing viewpoints.
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