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Series

The Engineering Tax
A book in progress about what complexity really costs a growing software company, with published articles exploring the ideas as the book takes shape.
7 published of 29

Latest articles

Decisions That Look Good Today and Hurt the Company Tomorrow
A feature greenlit to close a deal can look like revenue today and still compress the margin long after the ink is dry. The next article closes that strategy-to-engineering gap without turning the CEO into an engineer. It covers the culture that lets experts speak without fear, the repayment contract on every quick-and-dirty path, and the estimation gap that exposes yes-men when culture alone won't. When the CEO is the single point of failure for whether truth reaches the decision, tomorrow's options hang on those conditions.
August 4, 2026 · Article 7
Treat Every Module Like an Outside Company
The next article treats every module like an outside company, not a department you can rifle through when a deadline is tight. It lays out the Autonomous Cooperation Protocol: self-contained requests, hard ownership at the interface, and the economic case for refusing the "just in case" field that looks free today and bills forever. It also names the speed trap that starts in the C-suite and ends with engineers taking shortcuts, then shows why throwing more headcount at a tangled system is the mark of a manager who misread the bottleneck. If you've ever watched a clean boundary die so one ticket could ship this sprint, this is the discipline that would have stopped it.
July 28, 2026 · Article 6
When the Game Changes After Product-Market Fit
We talked about sync tax, architectural embezzlement, and organizational protocol so far. Useful vocabulary for pointing at the mess. But there's a limit to what vocabulary can do in a board meeting. What changes in the next article is the instrument itself. The Total Cost of Complexity is the first formula introduced in The Engineering Tax, turning unmeasured dependencies, coordination meetings, and tangled maintenance into a single dollar figure. Only with that dollar figure does a strangler extraction become the only exit the math allows.
July 21, 2026 · Article 5
The Hardest Part of Scaling a Software Company Isn't Technical
The cheapest way to destroy a software company is to let Business, Product, and Tech speak different languages until nobody can tell a real constraint from a political maneuver. The next article replaces that ambiguity with a hard protocol, one that forces every department to translate its needs into location and cost, the only terms a CEO can act on. It explains why story points survive despite generating distrust every time they appear on a roadmap. And it introduces the dignity threshold, the boundary that separates an expert advisor from a yes-man paid to nod at bad decisions.
July 14, 2026 · Article 4
You Don't Automate the Levers of the Past
Automating a broken process does not fix it. It just makes the broken process faster, and most of the bills labeled "automation" in the last decade were really subsidies paid to preserve the inefficiency underneath. The next article argues that efficiency has to come first, not as a slogan, but as a precondition, because the candlemaker lost his job the day electric light arrived, not the day someone optimized his wick. We pull the Paradox of Automation apart to show why the more efficient the system gets, the more valuable the human inside it becomes, and the more expensive it becomes to keep scaling with sync tax still lodged in the codebase. If you have ever seen a team "automate" their way into a bigger mess, this is the argument you wish they had read first.
July 7, 2026 · Article 3
The Architecture Of Independence
A modular interface isn't a technical artifact. It's the treaty that lets two teams operate as separate companies, shipping in parallel. The Rule of the Bolt keeps them intact with immutable identifiers, and shows why engineering shortcuts become a permanent tax.
June 30, 2026 · Article 2
The Sync Tax
Capital before demand doesn't fund a business, it subsidizes the illusion of one. This piece traces how premature funding detaches companies from their market, how the unrecognized cost of keeping systems in sync multiplies with every feature shipped, and why the moment after product-market fit demands subtraction rather than addition.
June 23, 2026 · Article 1