

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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Be Lazy, Be Curious
- Resist the urge to immediately solve problems for your team.
- Ask curious questions to help them uncover their own solutions.
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.
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.