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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

Oct
19

🦜 Predictability vs Outcomes, Team Collapse, Lying Roadmaps, DRIs for AI, Defensive Feedback, Lazy Descoping, Slights at Work: TMW #504

Yeah, AI code reviews aren't perfect...
7 min read
Oct
12

🍜 Happy Teams, Navigating Change, Lean Strategy, Budding vs Splitting, Competence Rot, Bottlenecks, Demanding Tech: TMW #503

How are your engineers feeling?
7 min read
Oct
05

🥕 Auditing Your Org, Intimidating Strategy, Decisions, First Teams, Hiring Breakpoints, Code Reviews, Quality, Burnout Recovery: TMW #502

Coming in October - Conversations for CTOs in Stockholm and London
6 min read
Sep
28

🌷 Developer Identity, Leadership Laws, Truth Seeking, OKRs for Agents, Data Modernisation, Unclenching: TMW #501

Are you joining us in Amsterdam this week?
7 min read
Sep
21

🍦 Brownfield Agentic, Hierarchy, Human Routers, Group Performance, Silo Tax, Budgeting for Nothing, Refinement: TMW #500

Happy 500th TMW!
7 min read
Sep
14

🦆 Tripwires, One-way Decisions, Psychological Costs of AI, Hiring Juniors, Brain Tabs: TMW #499

Only 15 tickets left for CTO Craft Con: Europe!
7 min read
Sep
07

🥗 Trendy Leaders, Code Reviews Reimagined, Managing Up, Rewarding Teams, Locus of Control: TMW #498

Time to abstract your AI models? What the community thinks...
8 min read
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