What to do when AI gets expensive and other CTO challenges episode artwork

EPISODE · Jan 29, 2026 · 50 MIN

What to do when AI gets expensive and other CTO challenges

from Coding Chats · host John Crickett

Coding Chats episode 63 - John Crickett and Rob Bowley discuss the evolving role of the CTO, emphasizing the importance of strategic leadership that integrates people, process, and technology. They explore the challenges and opportunities presented by AI and other technological trends, highlighting the need for adaptability and effective communication within leadership teams. The discussion also touches on the significance of assessing technology teams and strategies to ensure successful outcomes in software development and organizational growth.Chapters00:00 Introduction to the CTO Role02:49 The Misconceptions of the CTO Position05:05 The Importance of Feedback and Adaptability11:50 Navigating AI and Emerging Technologies19:08 Testing Hypotheses in Technology Implementation22:19 The Transformative Potential of AI in Software Engineering27:09 The Economic Impact of Generative AI29:24 Concerns Over AI Subscription Costs31:32 Adoption Challenges in Software Development35:14 Assessing Technology and Team Effectiveness38:44 The Future of Software Engineering and AI50:12 Exploring Related ContentRob's Links:Blog: https://blog.robbowley.net/LinkedIn: https://www.linkedin.com/in/robertbowley/Bluesky: https://bsky.app/profile/robbowley.netCompany URL: https://www.pragmaticpartners.co.uk/John's Links:John's LinkedIn: https://www.linkedin.com/in/johncrickett/John’s YouTube: https://www.youtube.com/@johncrickettJohn's Twitter: https://x.com/johncrickettJohn's Bluesky: https://bsky.app/profile/johncrickett.bsky.socialCheck out John's software engineering related newsletters: Coding Challenges: https://codingchallenges.substack.com/ which shares real-world project ideas that you can use to level up your coding skills.Developing Skills: https://read.developingskills.fyi/ covering everything from system design to soft skills, helping them progress their career from junior to staff+ or for those that want onto a management track.TakeawaysThe role of a CTO is a strategic leadership position that intersects people, process, and technology.CTOs should focus on understanding their strengths and how to leverage them within their organization.Effective communication and collaboration with the senior leadership team are crucial for a CTO's success.Many misconceptions about the CTO role stem from a focus on technical skills rather than strategic business outcomes.Adaptability and awareness of one's strengths are key attributes of good leadership.Feedback from peers and team members is essential for recognizing gaps in skills and performance.Learning from failure is a critical aspect of leadership growth.The integration of AI into products should be approached with caution and thorough exploration.Organizations must focus on proven, common technologies rather than chasing every new trend.The assessment of technology teams should prioritize people and their capabilities over just the technology itself.

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