The most effective strike doesn’t stop work. It follows every rule to the letter.
AI agents do exactly that. And they’re not on strike.
I’ve been turning this thought over lately, because I run a small team of AI agents myself. I built it over the summer to take work off my plate in my day-to-day job. It has an orchestrator called Ruby, a quality gate called Sherlock, and a growing list of specialists. It also has a growing rulebook. That last part is what this article is about.
What I describe here is what I saw in my own agent team over the last few days, as the rulebook grew and progress slowed down significantly.
Work-to-rule is a weapon, not a slowdown
Labor movements figured this out long ago. You don’t have to walk out to shut an organization down. You only have to do exactly what the rules say. In 1984, French and Italian customs officers inspected every single vehicle at their border crossings, meticulously and by the book. Nobody broke a rule. The result was massive traffic jams.
The German sociologist Stefan Kühl makes the point sharply in his 2020 work on rule-breaking in organizations. In his view, work-to-rule is the most effective way to paralyze an organization. His reasoning is worth sitting with: literal compliance with every rule and instruction makes any organization steadily more cumbersome, no matter how well it was planned.
Read that again with a management hat on. It says the plan is not what keeps the organization running. Something else is.
Organizations survive their rules because people break them
German organizational sociology has a name for that something else: brauchbare Illegalität, or “useful illegality.” Niklas Luhmann coined the term in 1964, in Funktionen und Folgen formaler Organisation. Kühl’s 2020 book carries it in its title.
The idea is simple and slightly uncomfortable. Every organization has a formal side: the org chart, the process, the rulebook. And it has an informal side. The colleague who skips a form because the approval is obvious anyway. The team that ships on a Friday although the release calendar says Tuesday. The manager who looks the other way because the rule was written for a different situation.
The informal side is not a lack of discipline. It is how the formal side survives contact with reality. Rules get written in advance, for the cases someone could imagine. Reality keeps producing the other cases. People close the gap, quietly and case by case, usually with the tacit consent of everyone around them.
I’ve personally lived through the shifts from waterfall to agile, from project to product, from requirements engineering to design thinking, from agile to agentic, and so on. Every time, the process on the slides and the process in reality were two different things. The one that ran day to day was the one that delivered the results.
That flips the usual picture. Breaking rules is not the exception management has to contain. Full compliance is the exception. And when you actually get it, you get a strike.
The agent is the perfect member of the organization
Now put an AI agent into that picture.
An agent’s only access to the organization is the written text: the prompt, the process description, the rule file. No hallway conversation. No colleague who says “we don’t really do it that way here.” No sense that a rule has outlived its purpose, because it can’t know what the rule was for unless someone wrote that down, too.
So here is my hypothesis (and I want to be clear that it is one): a team of AI agents lives in a permanent state of work-to-rule. It executes the formal structure literally, and it lacks the valve that lets human organizations survive their own surplus of rules.
If that’s right, the practical consequence is uncomfortable. The same set of processes we have today, but in the “hands” of AI instead of real people, will produce high lead times and high token costs — because the process debt now gets followed rigidly, instead of people quietly absorbing its defects for years.
The counterargument is strong, and I don’t want to hide it. Agents deviate from their instructions all the time. Anyone who has worked with them knows this. They skip steps, reinterpret things, occasionally do something nobody asked for. Taken literally, “agents follow every rule” is wrong.
My claim is narrower. Agent deviation looks like noise: unsystematic, hard to attribute, not tied to the situation. It is not the kind of deviation Luhmann’s term points at, the kind that fits the situation, serves the purpose better than the rule does, and gets tolerated because the people around it see why. An agent will sometimes skip a step. It is far less likely to skip the one an experienced colleague would have quietly left out.
What would prove me wrong? An agent team that demonstrably deviates from its written rules in ways that are functional and fit the situation, reliably and not by luck. I would be interested to understand how this would work.
What I see in my own system
Currently, the trend is rather the opposite. We are all excited about harnesses. I have put my own AI team into a tight harness. I need results I can trust. I have no room for hallucinations. And therefore I built a tight rulebook that I am regularly expanding. But I have also experienced the downside of it: slow execution speed, sub-agents arguing with each other, going back and forth all the time, burning my tokens.
In my own setup, I have one observation that fits. One system, one case. Not a study.
We have a rule for breaking a larger piece of work into steps. At some point, a rule meant for splitting work got applied to splitting decisions. Every step became its own delivery, and every delivery waited for my approval. Nothing was wrong with any single step. But the lead time for a feature went from 1.5 to 10 calendar days, and most of those days were waiting, not working.
The rule was followed. Its purpose wasn’t.
A second observation belongs next to it. On September 3, we cut the system’s central rulebook by 37%. Eighteen days later, it was longer than before the cut. Fixes arrive as new rules. Every incident leaves a sentence behind.
Does that prove the hypothesis? No. A human team could have misread the same rule the same way, and I have no second team to compare against. What it did show me is where the valve sits in my setup. There is exactly one place where useful illegality can live: with me.
So I’ve started acting like it. My own counter-rule, written down in September: “Waiting time is more expensive than a defect that reaches me.” Review effort now scales with how recoverable a change is, not with how big it is. Something I can undo in an hour gets a light check. Something that can’t be undone gets the full treatment.
I’m aware of the irony. That is also a rule.
Some questions before you hand a process landscape to an AI agent team
I don’t have a method to offer. I haven’t found research on how to take process out of an agent system, and I’d be wary of anyone who claims to have one today. So these are questions, not best practices.
- Which of this process’s rules do your people break today so that it works? If you don’t know, the agent will find out for you, by following them.
- Who in your agent setup is allowed to suspend a rule? And how would you even notice that it happened?
- Do you plan deleting rules as carefully as you plan adding them? In my own system, the honest answer was no. Yet that is probably the reason why Boris Cherny advises we should periodically scrap our AI setup.
Agents do what we write down. That is their strength, and it’s why I work with them every day. It also means the parts of our organizations we never wrote down are about to matter a great deal.
Which rule in your organization only works because someone quietly breaks it — and what happens on the day an agent takes over that job?












