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Join over 20,000 other smart tech leaders for the week's most insightful and thought-provoking engineering leadership, culture and technology posts, every Monday morning.


Curated weekly by Andy Skipper, Founder and Chief Coach at CTO Craft, a learning and mentoring community for senior technology leaders.


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Latest

Jul
20

🐢 Incident Culture, Focus, Important Details, AI vs QA Teams, Politics, Monorepos, Crises, People Pleasing: TMW #491

Where are we going to meet you at a CTO Craft Con?
8 min read
Jul
13

🥐 Working with CEOs, Staying Technical, Matrix Leadership, Ownership, Cutting Quality, AI-Induced Burnout: TMW #490

Nominations for the CTO Craft 100 awards are officially open!
8 min read
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
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!
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?
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!
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!
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!
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...
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?
7 min read