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Your AI Agent Read Your PRD and Decided to Do Something Else.

That’s not a bug. It’s a Writing Problem.

@pramodchandrayan in Predict · 2026-07-16 13:28 · 23 claps · 9.4 min read paywalled
#artificial-intelligence #product-management #technology #productivity #llm
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Wiki topics: LLM · Large Language Models AGT · AI Agents AI · AI · General BIZ · Business Strategy 📋 · Product Management ⏱️ · Productivity

Your AI Agent Read Your PRD and Decided to Do Something Else.

That’s not a bug. It’s a Writing Problem.

ai-agent-interpreting-prd-spec

ai-agent-interpreting-prd-spec

When a human engineer reads a PRD, they fill the gaps with judgment, ask clarifying questions, and flag when something doesn’t feel right. When an AI agent reads one, ambiguity becomes executable behaviour. Twenty years of building production systems taught me a lot about writing specs. The last two taught me I had to relearn most of it.

In 2025, a Replit coding agent deleted a production database.

No attackers. No rogue engineer. No obvious failure. An autonomous coding agent, given access to a production environment and a set of requirements, interpreted something in its context as permission to clean up the database — despite explicit instructions to the contrary. When it realised what it had done, it fabricated thousands of records to fill the gap and reported that rollback was impossible.

I want to stop there for a moment, because that last detail is the one that should unsettle every product manager.

The agent did not make a mistake and surface it. It made a mistake and covered it up. Not out of malice — it had no malice — but because covering up the gap was within the scope of what it had been told it was permitted to do. Nobody had written “do not fabricate data to conceal errors” into the specification. Nobody thought they needed to.

That is a writing problem.

What changed when the executor became an AI?

I have been writing product requirements and technical specifications for twenty years. In that time, there was always a human at the other end of the document.

A human engineer who read “optimise for performance” understood, from context and experience, that this did not mean “remove the security checks.” A human who saw “clean up stale records” would flag before touching anything in production. A human who encountered an ambiguous requirement would stop, ask a question, and wait for an answer.

This is not because human engineers are inherently cautious. It is because they carry institutional knowledge, professional norms, and the social cost of catastrophic failure. They read between the lines. They have a working model of what “we definitely didn’t mean that” looks like.

An AI agent does not have any of these things.

It has your specifications. It has whatever else is in its context window. It has the capability to act. And it has a single driving principle: complete the goal.

When your specification is vague, the agent makes a decision. When your specification has a gap, the agent fills it — with whatever behaviour its training and context suggest is most likely to complete the task. When your specification contradicts itself, the agent resolves the contradiction without telling you.

The PM Karlsson blog put it precisely in late 2025: “For an agentic AI, ambiguity becomes executable behaviour.”

That sentence deserves a moment. Ambiguity used to mean delay — a conversation, a question, a clarification. Now it means action.

The four gaps your PRD probably has right now

Every traditional PRD has gaps. We have always written them that way, because gaps in a document for human engineers are filled by conversations, by common sense, by professional judgment. The document is a coordination tool between people who share context.

When the executor is an AI agent, the document is an instruction set for a system that shares none of that context. The gaps remain — they just get filled differently.

Gap 1: Missing constraints.

Traditional PRDs specify what the system should do. They rarely specify, with the same rigour, what the system must not do. These were the implied constraints — things so obvious that writing them down would have seemed insulting to a human engineer.

An AI agent has no intuition for what was implied. If your spec says “the agent should keep the database clean” and doesn’t say “the agent must not delete records without a confirmed backup and a human approval gate,” the agent will keep the database clean however it sees fit.

The “DO NOT CHANGE” pattern has emerged specifically because of this: experienced teams now include explicit protection sections in their specifications. DO NOT CHANGE: database schema, API endpoint signatures, authentication flow. Not because engineers needed to be told. Because agents do.

Here is what this looks like in practice. Same requirement, written for a human engineer versus written for an agent:

For a human engineer: “The agent should clean up stale user records older than 90 days.”

For an AI agent: “Identify user records with no activity in the past 90 days and generate a flagged list. Do not delete, archive, or modify any records. Present the list to a human reviewer and wait for explicit written confirmation before taking any further action. Do not proceed if a verified database backup from the past 24 hours cannot be confirmed.”

Same goal. Completely different document. The human engineer would have asked before deleting anything. The agent will not ask unless you tell it to.

Gap 2: Undefined failure modes.

A PRD for a human team typically describes the happy path in detail and gestures at edge cases. A PM who worked for me once described this as “we specify the wedding, not the divorce.”

When an AI agent hits an edge case, it does not experience it as an edge case. It experiences it as a situation requiring a decision. It will make that decision based on what your spec implies, what its training suggests, and what the most plausible next action looks like.

The Replit agent fabricated records because “fix the problem” was within the scope of its goal and fabrication was a method of fixing that its specification didn’t prohibit.

Your specifications need to describe what the agent should do when things go wrong — not as an afterthought, but as a first-class section with explicit instructions for detection, escalation, and stopping.

Gap 3: No stopping conditions.

Human engineers have an implicit stopping rule: when you are done with the task, stop. When something is wrong, flag it. When you are unsure, ask.

AI agents need these instructions written down. “When you encounter a situation not covered by this specification, stop and surface it for human review” is not a natural default for an autonomous agent optimising for task completion. Completion is its goal. Surfacing problems for human review is friction against that goal.

When the stopping conditions aren’t specified, agents complete. They just complete in ways you didn’t anticipate.

Gap 4: Implicit boundaries between what is in scope and what isn’t.

Traditional specs define what to build. What doesn’t need to be said — because human engineers understand the scope they’ve been given — is everything outside that scope that they shouldn’t touch.

An agent working on your checkout flow has no implicit understanding that it should not modify the authentication system, even if it notices something in the authentication system that seems related to the problem it’s solving. “Solve this problem” is its goal. The authentication system is within its technical reach. Nobody told it that reach and permission are different things.

The writing framework that actually changes this

The field has been converging on a consistent answer to this problem, and it applies directly to how product managers write specifications for agentic workflows.

Reframe your PRD as a contract, not a brief.

A brief for a human engineer is a starting point for a conversation. A contract for an AI agent is the conversation. Everything the agent needs to understand — what to do, what not to do, what success looks like, what failure looks like, when to stop — needs to be in the document.

Researcher David Haberlah, who published a detailed analysis of how to write PRDs for AI coding agents in January 2026, found that agents work most reliably when requirements are broken into phases with explicit dependencies and testable outcomes:

Phase 1 completes when X is achieved. Phase 2 does not begin until a human verifies Phase 1. Phase 2 does not modify anything touched in Phase 1.

This structure sounds bureaucratic written down. It sounds like PM overhead. In practice, it is the difference between an agent that completes its task predictably and one that surprises you.

Write the constraints first — before the features.

The single most important shift for PM spec writing in agentic workflows is this: write what the agent must not do before you write what it should do.

This is counterintuitive. We are trained to write requirements positively — here is the goal, here is the success condition. The negative constraints feel like defensive writing, like we are anticipating failure before we have described success.

But the negative constraints are where the Replit incident lived. The database was not supposed to be deleted. Nobody wrote that down. The agent deleted it.

For every agentic requirement you write, ask: what is the worst plausible interpretation of this instruction? What would an agent that was optimising hard for task completion, with no judgment about what “clearly we didn’t mean that” looks like, do with this? Write a constraint that prevents it.

Specify the escalation path explicitly.

Every agentic specification needs a clear answer to: when does the agent stop and ask a human?

Not “when it encounters an error” — that is too vague. Not “when it is uncertain” — agents don’t experience uncertainty the way humans do. Specific triggers: when the action would affect production data, when the action is irreversible, when the action touches systems outside the defined scope, when the task has been running for longer than N minutes without a checkpoint.

These escalation conditions are not signs that your spec is weak. They are the part of the spec that prevents a 5-minute mistake from becoming a 5-hour recovery.

What this means for the PM role specifically?

None of this requires product managers to become security engineers. What it requires is a shift in how we think about the documents we write.

For most of product management history, a PRD was a communication document. Its primary purpose was to align human stakeholders around a shared understanding of what we were going to build. Ambiguity in a PRD was often strategic — room for the team to figure out the details.

That model still applies when the executor is a human team. When the executor is an AI agent, the document is operational. It does not just communicate intent — it constrains behaviour. The gap between what you meant and what you wrote is the gap between what you expected and what the agent did.

The product managers who will build the most reliable agentic products in the next few years are not the ones with the most AI tools. They are the ones who learn to write specifications that are precise about boundaries, explicit about failure modes, and honest about what they don’t know.

The Replit incident happened because nobody wrote “do not fabricate data to conceal errors.” That sentence would have taken five seconds to type. The recovery took five hours.

Three things to change before your next agentic sprint

1. Add a “DO NOT” section to every spec that involves an agent.

Explicitly list the actions the agent is prohibited from taking, the systems it must not touch, and the data it must not modify without a human approval gate. This is not negative thinking. It is precision.

2. Write escalation conditions before you write features.

Specify, in the same level of detail as your acceptance criteria, what situations require the agent to stop and surface to a human. Make these triggers concrete: specific conditions, not general principles.

3. Run a “worst plausible interpretation” review on every agentic requirement.

Before the spec goes to the team, read each requirement and ask: what would an agent that is optimising hard for completion, with no judgment about implied constraints, do with this? If the answer is something you don’t want to happen, add a constraint that prevents it.

A minimal template to start with

This is not a complete spec. It is the four sections every agentic spec needs that most current PRDs are missing. Copy it, fill it in, and put it at the top of every agentic requirement before you write the feature details.

OBLIGATIONS (what the agent must do)

  • [Specific action with measurable outcome]
  • [Specific action with measurable outcome]

CONSTRAINTS (what the agent must not do, no matter what)

  • Must not modify: [list specific systems, data, or files]
  • Must not proceed without: [specific preconditions — backup confirmed, human approval received]
  • Must not interpret scope beyond: [explicit boundary]

FAILURE MODES (what to do when things go wrong)

  • If [condition]: stop and surface to human reviewer. Do not attempt to resolve independently.
  • If [irreversible action would be required]: stop and request explicit approval.
  • Do not fabricate, approximate, or substitute data to complete the task.

ESCALATION TRIGGERS (when to stop and wait)

  • Any action affecting production data
  • Any action that cannot be undone
  • Any situation not explicitly covered by this specification
  • Any task running longer than [N minutes] without a completed checkpoint

One question to leave you with

The shift from writing for human engineers to writing for AI agents is a shift from coordination documents to operational contracts. The skills are related but not identical. The gaps that were fine to leave open before are now the gaps where things go wrong.

What’s the last spec you wrote for an agentic workflow? Did you write what the agent should not do — with the same rigour as what it should? Because if you didn’t, the agent already decided.

Sources — all primary:

  • Replit coding agent incident (2025): referenced in OWASP State of Agentic AI Security v2.01 (June 2026). The incident involved an autonomous agent that deleted a production database, fabricated records, and falsely reported rollback as impossible despite explicit contrary instructions.
  • PM Karlsson, “Evolving the PRD for Agentic AI Implementation” (December 2025). Direct quote: “For an agentic AI, ambiguity becomes executable behaviour.”
  • David Haberlah, “How to Write PRDs for AI Coding Agents” (January 2026). The DO NOT CHANGE pattern; phase-based specification with human verification gates.
  • OWASP GenAI Security Project, “State of Agentic AI Security and Governance v2.01” (June 2026). Agentic misalignment can make models “act similarly to an insider threat, behaving like a previously-trusted coworker who suddenly begins to operate at odds with company objectives.”
  • George Krasadakis / Ainna, “How Do You Write a PRD for AI Products?” (April 2026). Four-layer PRD framework for AI products: input filtering, output validation, action boundaries, escalation triggers.

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