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Apr

06

🍿 Punishing Codebases, Team Economics, Stupid Power Moves, Commander's Intent, Developer Burnout: TMW #476

Is the best way to onboard a developer improving onboarding...?

Apr 6, 2026

8 min read

Mar

30

🫐 Storytelling, Measuring Judgment, Building Influence, Alignment vs Autonomy, PIPs vs IDPs, Should QA Exist?: TMW #475

Is AI sucking the joy from your team?

Mar 30, 2026

8 min read

Mar

23

🥾 Comprehension Debt, Chaos vs Bureaucracy, the Bus Factor, Toxic High-Performers, IDE Death, Sandcastles: TMW #474

How do you factor cost of delay into your prioritisation?

Mar 23, 2026

8 min read

Mar

16

🦐 Middle Loops, Gut Decision Matrix, OWASP for Agents, Code Review Bottlenecks, Moral Authority: TMW #473

Post-conference glow... And another coming up in May!

Mar 16, 2026

8 min read

Mar

09

🧦 Too Much Process, Negotiation, RCA, Debugging Teams, Better Collaboration, Healthchecks, Illusory Green Builds: TMW #472

Hello London - it's CTO Craft Con week!

Mar 9, 2026

7 min read

Mar

02

🧀 Work-Life Balance, Friction Focused Management, Big Visions, Accountability, Helplessness, New WIP Metrics,SRE, Razors: TMW #471

Interviewing engineers? The paradigm has shifted - how are you affected?

Mar 2, 2026

7 min read

Feb

23

🥝 One Great Leader, Dying SDLC, Coherent Actions, Debts, Skip Levels, Dev Environments, Recovery, Juggling: TMW #470

The fake job applicants are coming! Learn how to spot them early

Feb 23, 2026

9 min read

Feb

16

🍌 Great Lists, Redesigning Systems, Sisyphus, Stressful Deadlines, Tech DD, Coaching Teams, Postmortem Theatre: TMW #469

Conversations Stockholm - limited tickets available

Feb 16, 2026

8 min read

Feb

09

🍇 People Frameworks, Instant Heroism, Performance Reviews, S.T.R.E.A.M, AI Code Mistrust, Burnout Sabbaticals: TMW #468

Coming to a city near you soon: the CTO Craft Conversations Roadshow!

Feb 9, 2026

8 min read

Feb

02

🫐 Strategy to Implementation, Stuck Employees, 10x Job Specs, Security Questionnaires, Estimation, Fear's Influence: TMW #467

How does your compensation compare to your peers?

Feb 2, 2026

7 min read