Free Weekly
Tech Leadership
Newsletter

Dec

22

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

Happy holidays from us all at CTO Craft!

Dec 22, 2025

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

Dec 15, 2025

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

Dec 8, 2025

7 min read

Dec

01

🦤 Project Failures, IC Manager Pendulum, Board Meetings, Culture Change, Slowing Development, Articulate Yourself: TMW #459

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

Dec 1, 2025

8 min read

Nov

24

🥝 Shadow Structures, OKRs as GPS, Culture and Uncertainty, Data Models, Delivery vs Architecture First, Charlie Munger's Inversion: TMW #458

What are the Shadow Structures in your organisation?

Nov 24, 2025

7 min read

Nov

17

🫐 Invisible Guns, Crafting Technical Strategy, Stakeholders, Team Temperatures, Better Retros, Flipping Burnout: TMW #457

It's conference time! Fintech CTOs - join us in London

Nov 17, 2025

7 min read

Nov

10

🔭 Decision Stack, Fallible Systems, OWASP Updated, High Agency, Team Identities, Gossip, Enabling Constraints: TMW #456

Navigating mental health and business flow?

Nov 10, 2025

7 min read

Nov

03

🥯 Team Autonomy, Tech vs Architecture Debt, Negotiating Upwards, Employee Retention, Story Mapping: TMW #455

Legacy systems - what a CFO wants to hear...

Nov 3, 2025

7 min read

Oct

27

🍣 Listening Properly, Strategic Prioritisation, Bureaucracy, Code Reviews, Tired High Performers, Tiny Teams, Tech Debt, Infinite Work: TMW #454

Are you a micromanager? Don't panic...

Oct 27, 2025

8 min read

Oct

20

🦇 Poor Decisions, Empowerment, Krakens, RTO, Developer Flow, Pair Planning, DevEx, Burnout vs "Just Ship It": TMW #453

Guess what! Great leaders coach their teams...

Oct 20, 2025

8 min read