Every engineering leader I know is running at least one AI meeting recorder. Fathom, Otter, Fireflies, Granola — they show up in your Zoom call, they transcribe everything,…
Every company I’ve talked to in the last two quarters is asking the same question about AI: what’s the ROI? The instinct is to measure AI value in cost…
Jack Dorsey announced this week that Block is cutting roughly 3,500 people — about 40% of its workforce. The stock has been sliding for years. The headlines are…
In 2015, I stood in front of a room full of engineers at Code Driven NYC and laid out a formula for how individual contributors could take charge…
In my last post, Awe in an AI World, I wrote about the reclaimed time that AI is creating and the question that keeps me up at night in…
Every major era of software development has produced a defining platform company. The one that quietly became the infrastructure everyone depends on. GitHub didn’t win because git was…
I’ve spent most of my life implementing systems at scale, watching engineering teams transform how they work (pre- and post-AI), and having thousands of conversations about what it…
For the past decade, we’ve watched deep learning transform everything from how we search the web to how we write code. Neural networks have become remarkably good at…
A few years ago, I wrote about the creeping danger of debt. Debt being the slow accumulation of manual processes, fragile deployments, and tribal knowledge that eventually drowns…
Leaders must rethink beyond adding ML models. Transition to AI-native architectures and embrace probabilistic systems for robust outcomes in this new era of software.