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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

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
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?
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?
7 min read
Apr
27

🥕 Laws of Engineering, Killer Consensus, Red-Teaming Strategy, Attention Budget, AI in Interviews, Tokenomics, Green Dots: TMW #479

Is Data Sovereignty on your radar? It probably should be...
8 min read