AI-Native Development: What It Actually Means to Use These Tools Well

I’ve been writing software since 2012. The introduction of capable AI coding assistants in 2022–2023 is the largest change in the texture of day-to-day development work I’ve experienced. Not because it writes code for me — it mostly doesn’t — but because it changes the cost structure of certain tasks in ways that compound. This post is about where I actually find leverage, and where the tool gets in the way. ...

March 5, 2025 · 6 min · MW

Building with AI Coding Tools: What Actually Changes and What Doesn't

I’ve been using AI coding assistants heavily since 2023 — first Copilot, then Claude, then a combination. At this point, not having them feels like losing a limb. But the way I use them now is different from how I started, and the difference is mostly about understanding what these tools are good at and building habits that work with their strengths. ...

January 22, 2025 · 6 min · MW

Cross-Team Technical Alignment at Scale

At the large US technology company, no single team controls the entire system. A feature that touches payments, identity, and platform teams requires coordination across three codebases, three on-call rotations, and three sets of priorities. Getting technical alignment across teams without creating bureaucratic overhead is an active engineering problem. ...

November 20, 2024 · 6 min · MW

Writing RFCs for Wide Audiences

At the large US technology company, RFCs circulate widely. A proposal touching platform infrastructure might be read by engineering leadership, a dozen affected teams, security review, and a product counterpart — none of whom share the same technical context. Writing for a narrow expert audience is one skill. Writing for a wide, mixed audience is a different one. ...

August 21, 2024 · 6 min · MW

Engineering at Enterprise Scale: What Changes When the System Is Actually Big

I’d worked at organisations ranging from twelve people to four hundred. The new role is at a company with tens of thousands of engineers. The systems are bigger, the coordination surface is larger, and some things I assumed were universal engineering truths turned out to be scale-specific. ...

February 14, 2024 · 4 min · MW

Eleven Years In: A Retrospective on Careers, Choices, and Compounding Knowledge

I started writing code professionally in 2012. This year marks eleven years. The milestone prompts a kind of stock-taking that I find useful to do in writing. This is not a career advice post. It’s a personal retrospective on what happened, what I learned, and what I’d change — useful mostly as a data point rather than a prescription. ...

November 15, 2023 · 5 min · MW

Navigating Org Change as an Engineer

In the years at the European financial technology firm, the engineering organisation went through three significant restructuring events: a change in engineering leadership, a shift from functional to product-aligned teams, and a consolidation of two separate engineering groups. Each one produced the same kind of disruption and the same kind of opportunities. Org change is uncomfortable. It’s also underanalysed. Most engineers treat it as something happening to them, not something to navigate actively. ...

August 16, 2023 · 5 min · MW

Postmortems as a Learning Tool: Structure, Culture, and Follow-Through

We had an incident that took down pricing for 23 minutes during the London open. High severity, real monetary impact, humbling root cause: a configuration value that worked in staging silently didn’t apply in production due to an environment variable naming collision. The postmortem process that followed was one of the better-run ones I’ve participated in. Here’s what made it useful. ...

October 5, 2022 · 6 min · MW

Engineering Roadmaps: Planning for Uncertainty

Every engineering team has a roadmap. Most engineering roadmaps are wrong. Not in a surprising way — in a predictable way that reflects structural problems in how they’re created. After doing roadmap planning at two companies at different scales, here’s what I think actually works and why most roadmaps fail. ...

February 16, 2022 · 5 min · MW

Technical Debt Is a Balance Sheet Item, Not a Moral Failing

The term “technical debt” was coined by Ward Cunningham specifically as a financial metaphor. Debt isn’t inherently bad — it’s a tradeoff: you get something now in exchange for a future obligation. When the metaphor is understood, the management of technical debt becomes clearer. When the moral framing replaces the financial one, it becomes a guilt-driven cycle that helps nobody. ...

October 6, 2021 · 6 min · MW
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