8 min read

🄜 Chaos Management, Tokens vs Feedlots, Chain of Command, Technical Interviews, OWASP for Vibe Code, Motivation Drift: TMW #485

It's time for a Member Survey - we'd like to know more about you!
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This week's TMW is sponsored by Infobip - a global cloud communications platform that provides a single, developer-friendly API stack integrating programmable SMS, RCS, WhatsApp, voice, and email with AI-driven customer journey orchestration

Hello, hello, hello, welcome to the week!

CTO Craft and TMW Member Survey 2026

It's been a few years since we've run a general survey of all our members and subscribers, which means it's high time we build a fresh understanding of who we are as a community - this is our chance to build a better picture of who the subscribers are, what you do, what your challenges are and where you're heading in your career. The payback is even better content, events, newsletters for you and the tens of thousands of others who subscribe or take part - it's massively important to us.

It only takes a few minutes to bring our information into 2026 - please do take a look today!

CTO Craft Member Survey 2026
We’d like to know more about CTO Craft’s community members!

That's it, let's look at some links....

Andy @ CTO Craft

Ps. If you're in an engineering leadership role, you absolutely need to be on top of the latest data on compensation and long-term incentives - have a look at our recent Compensation Report for all the latest insights.

Compensation Survey Report 2026 | CTO Craft
Welcome to the 2026 CTO Compensation Report, presented by CTO Craft and Albany.

CTO Craft Con - Dates for Your Diary

CTO Craft Con: Europe 2026
Join CTO Craft Con Europe 2026 in Amsterdam - an intimate, community-centered gathering for engineering leaders to connect, learn through insightful sessions, and build real peer relationships in a supportive environment.
CTO Craft Con: Fintech
Join CTO Craft Con: Fintech in London - an intimate, community-centered gathering for engineering leaders to connect, learn through insightful sessions, and build real peer relationships in a supportive environment.
CTO Craft | Conversations Roadshow
Each gathering follows the same small-group, peer-led format, but every event is shaped by its local context. Attendees, facilitators, and discussion topics differ from city to city, reflecting the challenges and opportunities CTOs are experiencing in that region.
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Worth your calendar: Infobip Shift 2026, September 13–15, Zadar, Croatia

If you're evaluating whether to add a conference to your September - Shift in Zadar is worth the look. It's a developer and engineering leadership conference run by Infobip, now in its 10th year. 4,000 attendees. Speakers from Apple and NVIDIA. The focus is systems that run in production, architectural decisions at scale, and the kind of conversations that don't happen on LinkedIn.

As a TMW subscriber, you have access to a 10% discount!

Grab your discounted ticket here!

CTO Craft Events Coming Up

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

Reads of the Week

Surviving in the ā€œchaos managementā€ era
More ā€œAI skillsā€ is not what you need right now

Leadership, Strategy & Business

A Lesson From the Feedlot
A recent wildly popular post argued that a $5,000 token budget per engineer per month is optimal, and that anything less or more would be suboptimal. Some people now believe that consuming information …
Never Be the Risk Absorber
Moving past the vendor-client relationship in engineering
Chain of command: your organization’s biggest single point of failure
Most organizations rely on a single chain of command. That’s like having one road in cyclone country (one flood away from total disconnection).
AI enthusiasts are in a race against time, AI skeptics are in a race against entropy
Both sides are grappling with a real existential threat, and both sides feel like they are screaming into the void. Here’s how to close the gap and get everyone pulling in the same direction.

Culture, People & Teams

The Last Technical Interview
Today we will pour one out for the vaunted technical interview process, which is on its last leg. And we’ll talk a little about what’s…
Why Hybrid is Still Misunderstood
Days in the office is a proxy measure. It is not a strategy.
Research: What Interruptions Reveal About Company Culture
Workplace culture is shaped less by mission statements or engagement initiatives than by everyday interaction patterns—especially interruptions in meetings. A study of 27 employees and leaders found that women and employees from underrepresented racial and ethnic groups were interrupted more frequently, often before completing their ideas. Many participants adapted by speaking less, self-censoring, or withdrawing from discussions altogether. Leaders can build more equitable, psychologically safe cultures by recognizing interruption patterns, slowing conversations down, and actively protecting people’s contributions in real time.
Middle Managers Feel the Least Psychological Safety and That Is Destroying Your Organization
Part 3 of 9, The Trust Architecture: Building Organizations Where People Actually Believe Each Other

Technology, Operations & Delivery

Building Software Is Learning
An internal note to the Amp team on feedback and shipping faster
Code Isn’t Product
A year ago I wrote about how AI would shift the bottlenecks in product development from the middle of the cycle — writing code — to the end, where we help customers understand what we built, try it, and turn it into value (money). And to the front, where we figure out
Making the OWASP top ten in the vibe code era - Stack Overflow
The demon of the gaps
Mephistopheles (a medieval demon from German folklore) flying over Wittenberg, in a lithograph by EugĆØne Delacroix. Modern software systems contain within them a mind-boggling level of complexity. …

Stress, Wellbeing & Growth

Do the hardest thing
Most small business ideas are a hard job attached to an easy idea. Instead, you should do your hardest idea.
What It’s Like To IPO
What It’s Like to IPO
Motivation Drift • Ness Labs Newsletter
The Ness Letters are a weekly newsletter by Ness Labs, exploring how we can think better, work smarter, and live happier.
How Worry Shrinks You - Leadership Freak
The most unremarkable thing leaders do is worry about themselves. Self-concern is natural. Self-obsession is destructive. Life shrinks when self-protection becomes your goal. Turn fear into service. Click to learn how.

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!

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Have an amazing week!

Andy