8 min read

🌽 Team vs Scope, LLMs for Leadership, Our Shadows, Psychological Safety, Thunderstorm of Requests, Deadline Highs: TMW #443

How would you rate the level of trust in your team?
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Thanks to Albany Partners for sponsoring this week's issue of TMW - placing CTOs, CPOs and engineer talent across Europe and the US Want to sponsor TMW?

Hello again, it's Monday!

This Thursday, we'll be sitting down with Michelle McDaid to chat about the importance of trust and psychological safety in engineering cultures - if you want to get some important insights into the implications and impact on a culture where employees fear speaking up, raising concerns, or admitting mistakes, you'll want to join Michelle and Emma that lunchtime. 

CTO Craft Bytes: It Starts with Trust - Fireside Chat with Michelle McDaid | CTO Craft
About the EVENT In this online Fireside Chat, Michelle McDaid and Emma Hopkinson-Spark go further into the subject of Michelle’s article on the CTO Craft blog around trust and psychological safety. Highlighting the critical importance of psychological safety in the workplace, particularly within the fast-paced technology industry, Michelle and Emma will look into the implications and impact on a culture where employees fear speaking up, raising concerns, or admitting mistakes. What the significant negative consequences, including stifled innovation, unaddressed risks leading to failures, and a lack of learning and improvement can mean for a business and their own experiences of both the positive and negative impacts where trust is at the heart of the workplace issues. What you’ll learn: A deeper understanding of psychological safety in a professional context, beyond the basic definition. The link between psychological safety and high-performing teams. Practical and actionable strategies for leaders and individuals to build and foster psychological safety within their teams and organisations. How to differentiate between healthy debate/disagreement and a lack of psychological safety that leads to silence. Methods for encouraging open communication and feedback, even when it involves critical perspectives or bad news. The importance of trust as a foundation for psychological safety and how to build and maintain trust within teams. The long-term benefits of investing in psychological safety for organisational success and employee well-being. key info Date: Thursday 7th AugustTime: 12:30pm – 1.30pmLocation: Online REGISTER NOW Speakers Michelle McDaid Founder, The Leading Place Emma Hopkinson-Spark NED & Coach @, CTO Craft REGISTER NOW Only open to CTOs and senior technology leaders. If you’re not sure if that’s you – please drop us a line. No recruiters. CTO Craft reserves the right to cancel tickets for ineligible ticket holders. MORE FROM CTO CRAFT:

That's it, on with the links! See you next Monday

Andy @ CTO Craft

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Albany Partners is a renowned executive search firm specialising in permanent and interim CTO and CPO roles within the investor-backed ecosystem. 

Additionally, Albany Growth supports CTOs and CPOs in building their product and engineering teams. 

We are proud partners of CTO Craft, and are always happy to have a confidential discussion, whether it is career advice or about hiring plans - get in touch!

Learn more about how we can help, with CEO James Goodrich

CTO Craft Con - coming soon!

CTO Craft Con: Berlin 2025
CTO Craft Con will bring together over 200 Chief Technology Officers and other senior technology leaders from the most exciting start-ups, scale-ups, unicorns, and big tech companies to elevate their engineering culture in Berlin
CTO Craft Con: The Finance Edition
CTO Craft Con will bring together Chief Technology Officers and other senior technology leaders from the most exciting start-ups, scale-ups, unicorns, and big tech companies to elevate their engineering culture in London.

Here are all the upcoming CTO Craft Con events, along with your exclusive access code for discounted subscriber tickets - see you soon

Reads of the Week

Developers remain willing but reluctant to use AI: The 2025 Developer Survey results are here - Stack Overflow
Team got cut. Scope didn’t.
When you are asked to “do more with less”

CTO Craft Mixers

If you're in one of these cities, we'd love to see you - Mixers are informal networking events, so come along, have a beverage and meet some of the community:

Want to meet other TMW subscribers and CTO Craft Community members in your city? See all upcoming Mixers in cities around the world here.

Leadership, Strategy & Business

Leadership co-processing with LLMs
With a bit of creativity, you’ve got an amazing assistant.
The shadow of a leader
Have you ever noticed your team’s energy shift when yours does?
Don’t let crisis become a compass
Crunch time feels productive. It also reveals problems hiding in plain sight.
Challenge Network
The Competitive Advantage of Being Challenged

Culture, People & Teams

RDEL #103: How does psychological safety impact performance in agile development teams?
Research shows that strong relationships and psychological safety fuel learning and performance in large-scale agile teams
How Octopus Energy used culture to reach the top
ALSO: new data on attention spans suggests the problem was you being boring after all
Incompetency Framework: The Truth About Skills Based Hiring
Skills-based hiring, for all its promise, is fundamentally flawed. Not just flawed in practice, but flawed in premise, too. Skills, as currently defined and implemented in most HR systems and hirin…
RLL - How can I effectively onboard a new hire?
In this episode of Real Life Leadership we’ll talk about onboarding and how to make the first days of a new hire unforgettable
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Nominations are now open for the CTO Craft 100 - Global, our exciting new initiative celebrating the technology and engineering leaders who are courageously navigating today's complex landscape and shaping tomorrow's innovations. This isn't just a list; it's a vital spotlight on those driving real change and defining the future of tech.

Don't miss your chance to elevate the inspiring leaders you admire—nominate them today and help us celebrate the individuals propelling our industry forward before nominations close on August 15th, 2025!

Make your nominations today!

Technology, Operations & Delivery

How Can You Streamline the Unstoppable Thunderstorm of Requests?
3 approaches to structure how you transform idea to value.
GenAI Code Security Implications
Diving into Veracode’s “2025 GenAI Code Security Report: Assessing the Security of Using LLMs for Coding”
Change Management gone very, very wrong
An extremely belated postmortem
Unlocking high software engineering pace: Build less, ship frequently, learn faster
The company that learns fastest wins. You can’t learn until you ship.

Stress, Wellbeing & Growth

The Trap of the Deadline High
When the deadline looms, your brain kicks into overdrive. That deadline high can feel productive (even thrilling) but it doesn’t increase performance.
The Cost of Being Wrong — Jack Vanlightly
A recent LinkedIn post by Nick Lebesis caught my attention with this brutal take on the difference between good startup founders and coward startup founders. I recommend you read the entire thing to fully understand the context, but I’ve pasted the part that most resonated with me below: ”
The Productivity Paradox: How Our Obsession with Efficiency is Making Us Less Productive
Despite our obsession with productivity tools, optimization techniques, and AI solutions, workers are more burned out than ever, working longer hours, and ironically becoming less productive as they spend more time trying to be efficient than actually working efficiently. The research shows that strategic rest, genuine breaks, and being less focused on constant productivity optimization may be the key to actually achieving sustainable high performance.
4 Tactics To Help You Check Your Email Less Often
Email eats up so much of so many people’s days. Learn how to set boundaries and spend more time on other, more important things.

That’s it!

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Have an amazing week!

Andy