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Jul

06

🦔 Rise of the CAIO, AI vs Team Motivation, Handling Skepticism, Rewrites, the New Prioritisation, Employee Burnout: TMW #489

CTO Craft Con: Fintech 2026 - announcing our keynote speakers

Jul 6, 2026

9 min read

Jun

29

🧀 OKRs for AI, Managing Sideways, Manager Scorecards, Agentic Team Topologies, Flattening, Trusting AI, Networking: TMW #488

CTO Craft Con: Europe - join us in Amsterdam this September!

Jun 29, 2026

7 min read

Jun

22

🦐 First Principle, Leadership vs Management, Writing Culture, Too-Positive Teams, Cost of Breaches, Time Management for Mummies: TMW #487

Not completed the TMW subscriber survey yet?

Jun 22, 2026

8 min read

Jun

15

🥨 Return on Tokens, Reliable Teams, Culture vs Innovation, Reorgs, Runbooks vs Checklists, Clean Code: TMW #486

Two AI-focused CTO events for your diary!

Jun 15, 2026

8 min read

Jun

08

🥜 Chaos Management, Tokens vs Feedlots, Chain of Command, Technical Interviews, OWASP for Vibe Code, Motivation Drift: TMW #485

It's time for a Member Survey - we'd like to know more about you!

Jun 8, 2026

8 min read

Jun

01

🦬 CTO Compensation, Building Agency, Easy Conversations, Being Helpful, Skip-levels, Backpressure, Data Quality: TMW #484

The 2026 CTO Craft Compensation Report is here!

Jun 1, 2026

8 min read

May

25

🥑 Metrics to Meaning, Technical Communication, Junior Pipeline, Remote Team Cheat Codes, Legacy Code, Staying Resilient: TMW #483

Berliners - we want to have a Conversation with you...

May 25, 2026

8 min read

May

18

🦝 Politics, Sabotage, AI vs Glue Work, Aging Tech, Repetition, Your Strengths: TMW #482

We're in Toronto this week! See you there?

May 18, 2026

7 min read

May

11

🥦 Social Loafing, Slop Cannons, Strategy Failures, Bad Apples, Contagious Code, Belonging: TMW #481

The shift from adoption to control of your team's AI is upon us - are you ready?

May 11, 2026

7 min read

May

04

🥒 Leadership Sabotage, Strategy Failures, Feedback Exercises, Silos, QA Won the War, Building Influence: TMW #480

Want to hear in person how our recent survey is helping define the next stage in product engineering?

May 4, 2026

7 min read