Today's guest is Joel Chippindale!Joel is a full-time CTO Coach and one of the coaches-in-residence in the Refactoring community, where he runs monthly mastermind sessions and other community events.So with Joel, we dived into what coaching is, the difference with mentoring, one-on-one versus group coaching, and what are the top challenges that CTO faces today, based on the work that Joel does with his coaches.02:34 Introduction03:40 Joel's journey in tech05:21 Finding a definition of coaching07:25 Mentoring and coaching roles10:22 One-to-on and group coaching12:53 The "hows" of coaching15:12 Is coaching a widespread practice?18:35 Top CTOs challenges21:43 Right support for right challenges26:08 Advocating for technical work31:53 Commonalities and uniquenesses in CTOs challenges34:20 The platonic ideal of CTO36:49 Choosing what to focus on39:48 How to delegate properly

—

This episode is brought to you by https://workos.com

—

You can also find this at:

- 📬 Newsletter: https://refactoring.fm

- 📱 YouTube: https://youtu.be/HgKAg1rtQoE

—

For inquiries about sponsoring the podcast, or appearing as a guest, email: luca@refactoring.club

The Radio National Hour - 1st August 2025