8 min read

🦧 Architecture Decisions, People-First Leadership, AI in Interviews, Root Cause Labeling, Expensive Microservices, Overloaded Devs: TMW #432

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Reverse Engineer Your Stakeholders!

A recent discussion in the CTO Craft community focused on helping a team member improve their ability to summarise their technical work orally, highlighting the importance of understanding the audience. Effectively distilling intricate details into a clear narrative hinges on the speaker's ability to "reverse engineer" their listeners' needs and knowledge. Difficulty often arises not from a lack of technical understanding, but from failing to anticipate what information will resonate and how it should be framed for a specific audience. Truly impactful communication requires a synthesis of information tailored to the stakeholder.

Strategies like structured frameworks and practice can help organise thoughts and delivery, but the without audience empathy, the response can be pretty tepid. By actively considering the listeners' motivations, background, interests, and objectives, individuals can craft summaries that are not only concise but also highly relevant and engaging. Honing this ability to "reverse engineer" the audience's perspective transforms technical summaries from mere data dumps into meaningful dialogues.

What practical techniques can your teams employ to better understand and cater to the diverse needs of their audiences when communicating technical work?

Andy @ CTO Craft

CTO Craft Events

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

CTO Craft Mixer: Manchester 2025
Join our community of CTOs and senior tech leaders for an informal meet-up in Manchester.
CTO Craft Mixer: Dublin
Join our community of CTOs and senior tech leaders for another insightful and interactive meet-up in Dublin.
CTO Craft Mixer: London
Join us for an exclusive CTO Craft Mixer in London at Planes Studio, with delicious food and drinks generously sponsored by Vention. Connect with senior tech leaders in a relaxed, informal setting.

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

Reads of the Week

Introduction to the Architecture Decision Canvas: Making better architecture decisions together
A visual, collaborative technique for decision-making in software architecture. With the Architecture Decision Canvas you can coordinate teams, weigh up options and work on decisions.

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Leadership, Strategy & Business

What They Don’t Teach You About Leading Engineers
You think you’re leading minds. You’re not. You’re trying to lead something older, heavier, and far less obedient.
People First Leadership – Rebuffing the Negative Stigma
Following my last post on People-First Leadership, I received a fair amount of feedback on the topic and not all of it was positive. This surprised me at first as I’ve always had the mindset …
Product is the what. Engineering and Design are the how.
There’s a problem I see more and more in companies, where Product is thrust into the role of “supervising” Engineering. This is not actually their demesne and will cause friction in the end. Engineering is accountable for development, testing, deployment, and reliability. Product is accountable for product research, direction and
There is No CEO Tree in the Forest: How Ecosystems Distribute Leadership
Explore how natural ecosystems distribute leadership functions across entire systems, offering organizational models for emergent coordination, stigmergic communication, and building adaptive capacity without centralized control.
How to Use AI to Be a Great Engineering Leader
10 engineering leaders are sharing their real-world cases on how they are using AI to help them be better at their roles!

Culture, People & Teams

You Can’t Outrun AI in Tech Interviews, So We Designed Around It
Building the McDougall Method at HelloBetter: A Fairer, More Modern Approach to Technical Interviews
Is your hiring process accidentally pushing away amazing neurodiverse engineers? - Blog - Tech Leaders Launchpad
Let’s be honest. Finding and keeping great engineers is tough. You know how much one brilliant engineer can change the game. But what if I told you that, without even realizing it, your own hiring process might be the biggest thing scaring off the exact people you want to hire?
What do top performing engineering teams do differently?
Getting People to Listen is a Skill — Here’s Where to Start
A practical guide to understanding why your message isn’t getting through—and what to do about it
Hands Off
How to know how close to manage

Technology, Operations & Delivery

Labeling a root cause is predicting the future, poorly
Why do we retrospect on our incidents? Why spend the time doing those write-ups and holding review meetings? We don’t do this work as some sort of intellectual exercise for amusement. Rather,…
Leverage
Software development is fundamentally a game of leverage. While we often focus on writing more code faster, the real power comes from finding points where minimal input creates disproportionate output.
Microservices Are a Tax Your Startup Probably Can’t Afford
Why splitting your codebase too early can quietly destroy your team’s velocity — and what to do instead. In a startup, your survival depends on how quickly you can iterate, ship features, and deliver value to end-users. This is where the foundational architecture of your startup plays a big role; additionally, things like your tech stack and choice of programming language directly affect your team’s velocity. The wrong architecture, especially premature microservices, can substantially hurt productivity and contribute to missed goals in delivering software.
RDEL #92: How do AI code reviews impact engineering teams?
Automated reviews improved code quality, but didn’t reduce human effort or accelerate delivery.
Beyond speed: Measuring engineering success by impact, not velocity - Stack Overflow

Stress, Wellbeing & Growth

How you, the manager, can help your overloaded engineer dig out
Because sometimes they need a little help
Optimizing Personal Productivity with AI: A Leader’s Guide - Barry O’Reilly
Boost personal productivity with AI. Learn how leaders can reclaim time, think strategically, and build leverage through intentional AI use.
The One with The Wrong Problem
Reflection on how ego and stubbornness led to focusing on the wrong problem, and jhe journey of finding the right one.
7 Questions To Help You Prepare For A Big Change
Change is hard, but a little self-reflection goes a long way. Learn seven questions to ask yourself to prepare for a big change.

That’s it!

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Have an amazing week!

Andy