The AI Documentation Frontier
This piece is part of The AI Documentation Frontier, a series exploring the evolution of technical communication in the age of AI.
It began as research for my talk, Documentation for AI & Humans, and grew out of real conversations with teams facing this shift firsthand. While most discussions focus on using AI to write docs, this series asks a different question: How do we write docs AI can actually use?
The goal isnât futurismâitâs practical structure, actionable content, and documentation built for both humans and machines.
The Rise of Dual Audiences: Humans & AI Agents
We used to know exactly who was reading our documentation. Developers debugging integrations. Support teams resolving tickets. New hires following onboarding guides. Humans, with human needs for context, examples, and intuitive flow.
That certainty is gone now. AI agents now parse the same carefully crafted prose. But hereâs the challenge: they donât read like humans. They donât need empathyâthey need structure. They donât want storiesâthey want data. They donât infer contextâthey require explicit relationships.
Yet most technical writers are still operating as if nothing has changed. Weâre crafting the same human-centered prose, following the same style guides, optimizing for the same reading patterns that worked when humans were our only audience. Meanwhile, AI agents are quietly consuming this content at scale, struggling with our narrative flourishes and missing critical information buried in contextual asides.
This disconnect between our methods and our new reality creates predictable problems. When AI agents canât parse our documentation correctly, they make faulty integration decisions, miss security requirements, and execute incomplete workflows.
So how do we fix this without sacrificing the human experience weâve worked so hard to perfect? The answer lies in understanding that this isnât just a technical challengeâitâs a complete reimagining of who weâre writing for.
The Traditional Landscape: Docs for the Human Mind
For decades, weâve designed documentation around a fundamental assumption: that humans will read it. This shapes everything from our word choices to our page layouts. We build our content knowing readers will:
- Scan and skim: Humans rarely read linearly. Instead, they hunt for headings, bullet points, and bold text, extracting relevant information while ignoring large chunks of content.
- Respond emotionally: A confusing error message can ruin someoneâs day. A perfectly clear explanation can make them feel genuinely grateful. These emotional responses directly impact how well they absorb and retain information.
- Navigate non-linearly: Nobody reads manuals cover-to-cover anymore. Users jump to Chapter 7, search for âAPI timeout,â scan three different sections, then piece together their own understanding of how the system works.
- Fill in the gaps: When documentation says âconfigure your database,â humans automatically know this means setting up the connections, choosing appropriate indexes, and handling authentication. They bring years of experience to every instruction, filling in the unstated steps.
- Work with imperfection: Humans can navigate contradictory instructions, decode poorly written error messages, and figure out what you probably meant to say. Theyâre remarkably forgiving of documentation thatâs almost right.
This approach has worked beautifully for decades. Weâve built careers on writing for minds that can read between the lines, forgive our mistakes, and adapt to our quirks.
But what happens when your reader has no intuition, no patience, and no ability to guess what you meant.
Your New Reader: The AI Agent
Your new primary reader isnât human. AI agents now consume your documentation directly, making decisions and taking actions based solely on what they read. When your instructions say âverify the connection,â a human might test it three different ways. An AI agent executes exactly what youâve specifiedânothing more, nothing less.
This isnât a future scenario. AI agents are already in production across industries, from customer service systems to IT operations, and theyâre reading your documentation right now.
Documentation has become an actionable blueprint. For these agents, your words arenât just descriptiveâtheyâre prescriptive instructions that directly control automated behavior. When you write ârestart the service if memory usage exceeds 80%,â an agent treats this as executable code. Your documentation literally becomes the decision tree guiding critical business operations.
The stakes have changed completely. A human reader might ask for clarification or make reasonable assumptions when instructions are unclear. An AI agent will execute exactly what you wrote, even if itâs wrong. Ambiguous documentation that once caused minor frustration now triggers system outages, financial errors, or security breaches. Your writing precision directly impacts business continuity.
The challenge varies by agent type. Customer service agents need conversation flows with explicit escalation criteria. Workflow automation agents require step-by-step procedures with clear success conditions. Development agents consume API documentation as literal implementation instructions. Operations agents treat your runbooks as executable scripts for system management.
Each type demands different documentation approaches, but all share one requirement: your writing must work perfectly the first time, every time.
When Documentation Becomes Dangerous
Consider this common runbook instruction: âRestart the service if itâs unresponsive for >2 minutes. Check logs for errors before proceeding.â
A human engineer reads this and thinks contextually. They test endpoints, check monitoring dashboards, and review logs for patterns like memory leaks. If they spot something unusual in the logs, they might hold off on restarting, knowing it could disrupt connected services.
An AI agent reads the same instruction and executes it literally. At exactly 2 minutes and 1 second of unresponsiveness, it restarts the service. It doesnât check monitoring dashboards. It doesnât consider dependencies. If the âcheck logsâ instruction doesnât specify which log files, which keywords to search for, or what to do with the results, the agent simply fails.
This isnât a theoretical problem. Ambiguous restart procedures have caused cascading system failures when AI agents misinterpret âunresponsiveâ thresholds or execute restarts during critical operations.
The solution isnât choosing between human or AI readersâitâs designing for both simultaneously.
For your human readers, you can still write: âCheck logs for âout of memoryâ errors before restarting, as this often indicates a memory leak requiring a different approach.â
For AI agents, you need structured specifications alongside your prose:
{
"action": "restart_service",
"condition": "response_time > 120s",
"prechecks": {
"log_file": "/var/log/service.log",
"error_keywords": ["OOM", "memory_leak", "timeout"]
},
"on_precheck_failure": "escalate_to_human_engineer"
}
This hybrid approach lets AI agents handle routine checks while escalating complex scenarios to humans. Documentation teams using this method report 70% faster resolution times for standard procedures, while maintaining human oversight for edge cases.
The key insight: Your documentation must now satisfy two completely different types of intelligenceâone that thrives on context and ambiguity, and another that demands explicit, structured precision.
What You Can Do This Week
Your next documentation project is a chance to practice dual-audience thinking. Before you publish anything, ask yourself two questions:
âWould an AI agent be able to execute this exactly as written?â If not, add the structured details - specific thresholds, explicit error conditions, clear decision points.
âCan a human still read this naturally?â If your structured additions make the prose clunky, use the hybrid approach: human-friendly narrative with machine-readable specifications alongside.
Start small. Pick one procedure, one API guide, or one troubleshooting section. Make it work for both audiences. Youâll immediately see which gaps your current documentation has been hiding behind human intuition.
The stakes are simple: AI agents are reading your documentation right now and making decisions based on what youâve written. Every ambiguous instruction is a potential system failure waiting to happen. Every missing specification is a frustrated developer trying to integrate with your API.
You donât need to revolutionize your entire documentation strategy overnight. You just need to start writing with both minds in the room - the human mind that forgives your gaps, and the artificial mind that executes exactly what you specify.
Your documentation has never mattered more. Make it count.
Whatâs Next: Writing for Two Minds, One Structure
To write for humans and machines at once, we need a new playbookâone that pairs human-readable prose with machine-actionable structure. One that treats every instruction not just as guidance, but as a potential trigger for automated behavior.
The first step? Structure. Consistent formatting, predictable patterns, and explicit logic arenât just helpful but essential. In our next piece, weâll explore why structure is the foundation of dual-audience documentation, and how getting it right unlocks everything else that follows.
Use of AI
This post was ideated and drafted by me with some light AI assistance on final edits and polish.