Coding Chats

So you think you can lead a team of software engineers?

Coding Chats

Show Notes

Coding Chats episode 56 - Paul Grenyer discusses his journey to writing a book on team leadership, sharing insights on the differences between leadership and management, common mistakes new leaders make, the importance of delegation, and building trust within teams. He emphasizes the need for curiosity in understanding both technical and business domains, and reflects on the role of AI in software development. The discussion culminates in insights from his book, which aims to guide new leaders in navigating their roles effectively.

Chapters 00:00 The Journey to Team Leadership 08:44 Leadership vs Management 10:33 Common Mistakes of New Leaders 15:58 The Importance of Delegation 19:46 Curiosity in Leadership 22:33 Insights from the Book 27:57 The Role of Technical Skills in Leadership 31:58 The Impact of AI on Software Engineering

Paul's Links: Paul's website: https://paulgrenyer.com/

John's Links: John's LinkedIn: https://www.linkedin.com/in/johncrickett/ John’s YouTube: https://www.youtube.com/@johncrickett John's Twitter: https://x.com/johncrickett John's Bluesky: https://bsky.app/profile/johncrickett.bsky.social

Check 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.

Takeaways Letting go of doing the work is crucial for leaders. Listening to your team is essential for effective leadership. Delegation is often the hardest skill for new leaders to master. Building trust requires admitting mistakes and being approachable. Curiosity about team members' experiences can lead to better solutions. Technical knowledge helps leaders mediate and understand team dynamics. AI can enhance productivity but requires careful implementation. Leadership is about guiding a team towards a common goal. Understanding the business domain is vital for effective leadership. Encouraging a fun and open team culture fosters collaboration.

More from Coding Chats

Oct 22, 2026

Coding Chats Episode 83 - In this episode, VB from OpenAI’s developer experience team explains why he thinks plan mode is obsolete and how coding agents have shifted from step-by-step instructions to outcome-driven, long-running work. We cover how to write a good agents.md, why tests still matter when agents write the code, spec-driven development, and why cloud agents may be the future of dev tooling.

Oct 15, 2026

Coding Chats Episode 82 - John talks with Dave Westgarth, head of delivery at a Databricks consultancy. Dave shares his path from a psychology degree and McDonald's into tech, and they discuss why the Scrum Master role is so misunderstood, how it differs from a delivery manager, and whether either needs to be technical.They also look at how AI is changing delivery work. Faster code just moves the bottleneck upstream, John argues there's no AI-specific skill you can't learn in a day, and engineering fundamentals are what make AI useful.

Oct 8, 2026

Coding Chats Episode 81 - Ben Howdle talks to John Crickett about being a first time CTO in a start-up. Ben, author of The First CTO, shares what changes when you move from building technology to leading a technical team: the pressure, the trade-offs, and the realization that writing code is only part of the job.Drawing on startup experience and lessons learned the hard way, Ben discusses how to balance quality against runway, manage people, and communicate technical decisions in terms that founders and other non-technical stakeholders can understand. He also explores why resourcefulness, resilience, and comfort with ambiguity matter so much—and why CTOs often spend more time selling ideas than they expect.Whether you’re stepping into your first CTO role or leading a technical team at an early-stage company, this conversation offers candid insights into the realities of technical leadership.

May 28, 2026

Coding Chats Episode 80 - start-up advisor Alexander Berkovich shares his expertise on building successful start-ups, hiring strategies, CTO roles, and the importance of communication between technical and business teams. Discover practical tips for navigating the challenges of early-stage companies and how to align technical excellence with business goals.

May 21, 2026

Coding Chats Episode 79 - Richmond Alake, Director of AI Developer Experience at Oracle, joins John to discuss agent memory — how AI agents store, retrieve, and adapt to information. He argues that developers building memory on flat files are naively reinventing the database, and that once you factor in concurrency, security, and scalability, a proper database is inevitable. The conversation covers the full memory stack and how Oracle's AI database keeps embeddings and data together without shipping sensitive information to external providers.

See all episodes →