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6 min read

🥑 Needy Teams, Introvert Leaders, Remote Coffee, Intentional Collaboration, Modern Vulnerabilities, Loneliness: TMW #507

Coming soon - CTOs of New York, assemble!

Hello, hello, hello, welcome to the week!

We're concluding 2026's CTO Craft events with a unique roundtable gathering in Williamsburg on December 8th, where a small group of senior technology leaders in the city will sit down and discuss a number of topics like:

  • Agentic delivery loops
  • Resilience
  • Security in AI-driven development
  • Working with Product
  • Measuring impact

Want to see what it's all about first? Check this video

Conversations Roadshow: New York
Join CTO Craft in New York City for the Conversations Roadshow with peer led roundtables, senior facilitators, networking, and insights you’ll use straight away.
Conversations Roadshow

That's it, let's look at some links! See you next week

Andy @ CTO Craft

CTO Craft Con - Dates for Your Diary

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There’s a new Circle starting soon and you could be part of it.

What you get from a Circle

  • Monthly 90-minute sessions, led by an experienced CTO coach
  • A trusted peer group, carefully matched for relevance, experience and chemistry
  • Optional one-to-ones with fellow members or facilitators
  • A safe space to talk openly, share challenges and get honest, practical advice

Each session is designed to help you step back from the day-to-day, gain fresh perspective and leave with greater clarity, confidence and practical tools to tackle whatever your role throws at you.

And there’s more: Circle members get full access to Campus, our exclusive learning platform, including all courses, assessments, groups and resources.

Learn more and schedule a chat

CTO Craft Mixers Coming Up

See the whole calendar here - not in your city yet? Drop us a line!

Reads of the Week

Your Team Shouldn’t Need You This Much
Imagine it’s Thursday afternoon.
The Healthy Engineering LeaderSebastiano Armeli

Leadership, Strategy & Business

You Sped Up the Task. You Didn't Redesign the Workflow. | Bharat Sharma
The word transformation hides three different claims. A test, with falsifiers, to tell a redesigned workflow from a task that just got faster, before you fund the next stage on it.
Bharat SharmaBharat Sharma
The Problems You Think Are Only Yours
What happens when engineering leaders talk honestly
Thriving In EngineeringAlex Ponomarev
Leading as an Introvert: Change the System, Not Yourself
Leading as an introvert doesn't mean adapting to a room built for extroverts. Here's how AI lets you change how your team decides instead.
Management 3.0Kevin Trelet
Is management lossy compression?
Betteridge's law of headlines tells you the answer already.
JoTJeff

Culture, People & Teams

Making collaboration happen: from luck to intention - Bracket
Start by understanding why collaboration is important to your team, defining what it means within your context and then creating the conditions that support it.
BracketAlison Coward
Welcome to the Neutral Zone
Dealing with the identity crisis in software engineering
Manager.devAnton Zaides and Suzan Bond
How to Refactor a Legacy Team — Aviv Ben-Yosef
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Aviv Ben-YosefAviv Ben-Yosef · 6 min read
Remote first: How to (coffee) chat?
Veteran CTO who built successful companies through empathic leadership and mastery of software delivery - from sustainable code to stakeholder trust. Now exploring the future of empathic and sustainable tech.

Technology, Operations & Delivery

Our Brains Weren't Built for Software Engineering
Why human nature so often works against good engineering—and how technical leadership can turn the tables.
The HagakurePaulo André
There's No Bucket Big Enough
We can’t patch our way out of industrialized vulnerability discovery and decades of technical debt. Our defenses have to work with vulnerabilities still present.
Resilient CyberChris Hughes
More Confidence, Not More Code Review | Code Telemetry
Turn AGENTS.md and skills into automated validation checks. Code Telemetry’s Grader evaluates recorded evidence before your AI-generated pull requests merge.
CodeTelemetry
Don’t restrict your incident commander pool to engineering managers
The incident commander is a subject matter expert on how to run an incident, not on the system that broke. Engineering managers don't have a monopoly on that expertise; individual contributors and roles like program managers, customer care leaders, and TPMs may have exactly the skills you need.
Brent ChapmanBrent Chapman

Stress, Wellbeing & Growth

Leadership Loneliness: How to Build Support Under Stress
Leadership can feel isolating, especially under pressure. Explore 10 practical ways to build support, strengthen relationships and manage executive stress.
Andi Roberts - Executive Coach | Leadership Trainer | FacilitatorAndi Roberts
You fucked up. Now what?
On the first hour, how to own it, when to tell your boss, what to do if a client is involved, and the point at which the only sensible move left is prayer.
Technically FeasibleLouise Deason
What do you wake up every day for?
I remember myself asking “What’s the point of all this?” both before and after I got out of Big Tech.
What YJ ThinksYew Jin Lim
Fast and slow ways to improve your reputation
To get a good reputation in tech companies, you need to work on important projects. However, you need a good reputation first in order to get assigned important…

That’s it!

If you’d like to be considered for the free CTO Craft Community, fill in your details here, and we’ll be in touch!

Campus by CTO Craft: The Go-to Resource for Senior Technology Leaders
Created for CTOs, by CTOs: A transformative learning community for senior technology leaders in startups and scale-ups
CTO Craft Campus

Interested in sponsoring TMW or any of our events? Check out some stats here

Please do remember to share this link if you know of anyone who’d like to receive TMW: https://techmanagerweekly.com

Have an amazing week!

Andy

Published by:

Andy Skipper