

97. Evolving As A Leader. It’s No Longer About You.
5 snips Jan 28, 2025
Josh Sheppard, a seasoned CTO with over 25 years of tech experience, shares his insights on leadership’s evolving landscape. He discusses the importance of empowering team members and balancing responsibility with well-being. Integrity and perseverance emerge as vital leadership values, enhancing trust and communication. Josh highlights overcoming challenges in engineering teams and the significance of constructive feedback. He also touches on the transformative role of AI and emphasizes mentoring in modern leadership, moving from authority to influence.
AI Snips
Chapters
Books
Transcript
Episode notes
Web Programming Realization
- Josh Sheppard's tech journey started during the dot-com boom, believing web programming wasn't "real programming".
- Ironically, he's worked exclusively on web applications since graduating.
The Messenger Gets Shot
- Josh learned that leadership involves empowering teams to solve problems independently, not just sheltering them.
- A team member's feedback helped him realize he was hindering the team's growth by acting as a messenger.
Creating Safe Spaces
- Create safe spaces for teams to fail and learn, fostering growth and innovation.
- Focus on setting up opportunities for success and then step back to observe and guide.