

How to Coach CTOs 👑 — with Joel Chippindale
24 snips Mar 21, 2025
In this discussion, guest Joel Chippindale, a full-time CTO coach and mentor, delves into the nuances of coaching versus mentoring. He shares insights from his experience in helping CTOs navigate their unique challenges, highlighting the importance of self-awareness and effective communication. Joel emphasizes the role of coaching in fostering trust and advocacy in tech environments, while also addressing how CTOs can better delegate and focus on impactful initiatives. His passionate approach shines a light on the evolving landscape of leadership in technology.
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Joel's Career Journey
- Joel Chippindale's career started in education, transitioned to a tech startup, and ultimately led to CTO roles.
- Through these experiences, he discovered the power of coaching and transitioned to full-time CTO coaching.
Coaching vs. Mentoring
- Coaching assumes individuals are capable and resourceful, focusing on uncovering existing solutions.
- It differs from mentoring, which leverages the mentor's experience to provide direct guidance.
External vs. Internal Coaching
- Senior technologists often benefit from external mentors or coaches due to limited internal resources.
- External support offers diverse perspectives and avoids potential conflicts of interest within a company.