Coaching for Leaders

493: Move Coaching from Theory to Practice, with Jason Weeman

Sep 28, 2020
Jason Weeman, Head of Corporate Learning and Development at Upwork, shares his journey in fostering a coaching culture in the workplace. He emphasizes the importance of clear feedback and collaboration, warning against complicating coaching development. Jason discusses the critical role of leadership buy-in and the simplicity of effective coaching practices. He highlights the need for a supportive environment that encourages curiosity and the shift from hands-on management to empowering teams. His insights offer a transformative perspective on enhancing organizational culture.
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ADVICE

Be Lazy, Be Curious

  • Resist the urge to immediately solve problems for your team.
  • Ask curious questions to help them uncover their own solutions.
INSIGHT

The Challenge of Letting Go

  • High-achieving leaders often struggle to let go of control and adopt a coaching approach.
  • Their success as individual contributors reinforces problem-solving habits.
ADVICE

Quality Over Quantity

  • Focus on quality coaching conversations instead of just tracking metrics.
  • Ensure both managers and employees understand the difference between coaching and feedback.
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