8 min read

🍂 High Agency, Repair Skills, Inversion, Scaling Culture, Feature Flags, Perfect Roadmaps, Hero Culture: TMW #449

Fintech at Full Speed: What CTOs Need to Know Now
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Thanks to CircleCI for sponsoring this week’s issue of TMW – the world’s first autonomous validation platform for engineering teams.

Want to sponsor TMW? Drop us a line here

Hello hello hello, it's Monday!

Fintech at Full Speed: What Technology Leaders Need to Know Now

Fintech is entering a defining stretch, and as a CTO you’re right at the centre of it. From the acceleration of AI in fraud prevention and customer personalisation to the rollout of real-time payments in markets across Europe and North America, the pace of change is forcing leaders to rethink architecture, security, and compliance all at once. Add in the shift from open banking to open finance and the growing scrutiny around operational resilience, and it’s clear the coming months will demand not only technical foresight but also strategic agility.

To help you cut through the noise, track emerging trends, and share what other technology leaders are doing to stay ahead, we're running a special CTO Craft Con just for technology leaders in the fintech and financial services space. It'll take place in London in November, and it's going to be the best gathering of technology minds in the industry. Secure your ticket below - see you there!

CTO Craft Con: The Finance Edition
Join CTO Craft Con: The Finance Edition 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 comes to Berlin - see you there? đŸ‡©đŸ‡Ș

This week sees the CTO Craft community descend on Berlin for our second CTO Craft Con in the city - over 200 technology leaders will be joining us for two days of chatting, learning and building connections. Tickets are now sold out, but if you've missed this one you can still meet up with the community tonight (Sep 22) for an informal walk-and-talk and drinks:

CTO Craft Mixer: Berlin Pre-Con | CTO Craft
Kick off your CTO Craft Con: Berlin conference experience by meeting fellow attendees in a relaxed setting. This Pre-Con Mixer is the perfect chance to find familiar faces before heading into the main event.

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

Andy @ CTO Craft

PS. Don't forget to take part in our survey about scaling AI projects to production - it only takes a few minutes!

SPONSORED
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CircleCI Platform Team Toolkit: Governance that accelerates developer velocity

The CircleCI Platform Team Toolkit eliminates the speed vs. safety tradeoff by delivering self-service developer experiences with centralized governance. Instead of constant negotiations, developers get paved paths that unlock efficiency while maintaining organizational standards.

As a CTO Craft community member, get started for free by diving into this CircleCI training and onboarding guide. 

Get Started Now

CTO Craft Con - Dates for Your Diary

Deep Dives: Emotional Intelligence for CTOs
Free to attend: an afternoon of sessions with technology and culture experts on how to build Emotional Intelligence skills.
CTO Craft Con: The Finance Edition
Join CTO Craft Con: The Finance Edition 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 Con: London
Join CTO Craft Con: London - an intimate, community-centered gathering for engineering leaders to connect, learn through insightful sessions, and build real peer relationships in a supportive environment.

Reads of the Week

How to develop High Agency
What is it, why is it important and how to cultivate it

Leadership, Strategy & Business

The Management Skill Nobody Talks About
“There is a crack in everything. That’s how the light gets in.” — Leonard Cohen Let me tell you something that will happen after you become a manager: you’re going to mess u

On Inversion, Rules and Purpose
Stop Being Ruled by Rules
You’re definitely going to be a manager now
Book launch! + Predictions for the manager in the era of AI
The 14 Best Leadership Books That Actually Changed My Thinking | David Burkus
The best leadership books don’t just inform you—they transform you.

Culture, People & Teams

How Culture Scales (or Doesn’t)
The Uneven Path of Growth
No Pain, No Gain
One of the biggest mistakes is shielding people from the pain they need to learn.
Do We Need to Interview Candidates In Person Again?
Is in-person interviewing making a comeback? Industry leader John Vlastelica offers practical insights on what this shift could mean for hiring teams and how to get ready.
TBM 379: Vertical vs. Horizontal Org Coupling
Sharing a 2x2 I’ve found useful lately (and wrong, of course).
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[Survey] Mind the Gap: Bridging from Sandbox to Scale

We know many tech leaders are experimenting with AI - but making the leap from sandbox to scale is where it gets tricky.

That’s why, together with our partners at Ten10, we’re running a short survey to capture real stories, lessons, and insights from across the tech community.

Your input will help shine a light on what really works (and what doesn’t) when turning AI experiments into lasting business value.

Complete the Survey

Technology, Operations & Delivery

The Hidden Tax of Feature Flags
At Microsoft, I learned that feature flags pile up faster than anyone admits. Old ones turn into hidden rules running in production. This post shares the runbook we used to clean them up in five days.
15 Hidden Degrees of Freedom in Solving Technology Problems
Some may think that once a problem is clearly defined, the solution is equally static. In practice, the opposite is usually true. A

The Problem with the Perfect Roadmap | ProdPad
Perfect roadmaps look impressive but cost teams time, clarity, and flexibility. Learn why “useful” beats “perfect” and how to build one that works.
The evolution of platform engineering: Lessons from the trenches
Discover the pivotal shifts in platform engineering since 2018, in this blog from Rickey Zachary, Global Lead for Platform Engineering.

Stress, Wellbeing & Growth

Breaking the Hero Culture: Why Sam’s Burnout Nearly Killed MyCoCo’s Growth
How MyCoCo transformed from relying on a single ‘hero’ engineer to building a resilient team that could scale operations without creating dangerous knowledge bottlenecks.
Bullshit Detectors
Tools to build BS filters
Making the Most of an Unplanned Career Break
Strategies to Stay Competitive and Interview-Ready During Extended Job Searches
I’ll Explain How I Defeated Procrastination, Right After I Watch Another YouTube Video
What do high school students, and experienced professionals have in common? We all unwisely put off our most important work.

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!

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