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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

Aug
31

🥐 Productive Culture, Executive Loop, Trust vs Potential, Roadmap vs Sales, Developer Workflow Design, Emotional Tolerance: TMW #497

Has Engineering stopped being the bottleneck?
8 min read
Aug
24

🐝 Curious Proxies, Control-Lovers, Absorbing Complexity, Nice Cultures, Delegation, Human Judgment, AI ROI, XP in 2026: TMW #496

The best engineering leadership reads from the last week
8 min read
Aug
17

🐡 Unfocused Teams, Variation, Subtraction, Landing the Plane, Invisible Work, Stewardship, Energy Management: TMW #495

The best engineering leadership reads from the last week
8 min read
Aug
10

🍣 Good Judgment, Well-Rounded Leaders, Organisational Blindness, Agentic Quality, Finding Calm: TMW #494

Nominations for the CTO Craft 100 are open!
7 min read
Aug
03

🍓 Restless Teams, Two-Way Doors, AI and Team Tensions, Healthy Conflict, Open Weights, Bad Prioritisation, Token Pricing: TMW #493

In Stockholm on October 15th? You can't miss this...
8 min read
Jul
27

🫐 Software Factories, Meetings, Magical Thinking, Mapping Teams, FinOps, AI Security: TMW #492

Don't forget to nominate someone for the CTO Craft 100...
8 min read
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