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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

Feb
16

🍌 Great Lists, Redesigning Systems, Sisyphus, Stressful Deadlines, Tech DD, Coaching Teams, Postmortem Theatre: TMW #469

Conversations Stockholm - limited tickets available
8 min read
Feb
09

🍇 People Frameworks, Instant Heroism, Performance Reviews, S.T.R.E.A.M, AI Code Mistrust, Burnout Sabbaticals: TMW #468

Coming to a city near you soon: the CTO Craft Conversations Roadshow!
8 min read
Feb
02

🫐 Strategy to Implementation, Stuck Employees, 10x Job Specs, Security Questionnaires, Estimation, Fear's Influence: TMW #467

How does your compensation compare to your peers?
7 min read
Jan
26

🐫 Ops Pride, Deletion Test, Shape of Leadership, Multipliers vs Heroes, Soft Skills, AI Tech Debt, Cringey Vulnerability: TMW #466

How strong is your vision for engineering?
7 min read
Jan
19

🍌 Bottlenecks, A-Players, Expectation Setting, Triage, Work Friends, API Security, Developer Burnout, Good Advice: TMW #465

AI Leadership Lab tickets are nearly all sold - get in quick
7 min read
Jan
12

🦧 Creating Meaning, Dictatorship, Culture Debt, Firing People, Moving Faster, Continuous Delivery, Managing Ego: TMW #464

Ever though about building your own business?
7 min read
Jan
05

🐞 Micromanagement, Jevon's Paradox, Interviewing Data Engineers, Code Reviews, Large Systems, Intuition vs Anxiety: TMW #463

Happy new year! Meet CTO Craft members in a city near you in January - check our Mixer calendar
7 min read
Dec
22

❄️ Engineering Strategy, Fixing Flats, Compensation, Team Traditions, Dogma, Prompt Caching, Plain Language: TMW #462

Happy holidays from us all at CTO Craft!
7 min read
Dec
15

🐉 Tech Debt, Supply Chain Risk, Permission to Hibernate, Leader Blindspots, Trust vs Competence, OWASP and Agentic AI: TMW #461

CTO Craft Community Bytes are back! Join our first on Jan 14th
7 min read
Dec
08

🍓 Curious Leadership, Context vs Silver Bullets, Updating Tuckman, Golem Effect, Tracking Interruptions, Being Bad at Stuff: TMW #460

Getting AI prototypes to scale is tough - join us on Dec 9th to learn how to survive it
7 min read