Let me be direct: your documentation is probably lying to your users right now.
Not maliciously. Not intentionally. But lying nonetheless.
That endpoint you deprecated three months ago? Still documented as active. That config flag you renamed in v2.3? Still showing the old name. That "quick start" guide that takes 47 steps because your product evolved?
Every day, developers hit your docs, follow instructions that no longer work, and quietly conclude your product is broken. They don't file a bug. They don't complain. They just leave.
The Math Doesn't Work
Here's the uncomfortable reality most teams avoid:
Documentation decays faster than you can maintain it.
Think about it. Every feature ship, every API change, every UI update, every renamed variable creates potential doc drift. In a healthy engineering org shipping weekly? That's 50+ potential documentation landmines per year. Per product.
Now look at your docs team. One person? Two? Part-time contributors who'd rather be coding?
The math doesn't work. It never did.
"We'll Update Docs Before Release"
Every team says this. Almost none do it consistently.
Why? Because documentation updates compete with shipping features. And shipping features wins. Every time.
This isn't a discipline problem. It's a systems problem.
Your CI catches code bugs before merge. Your tests catch regressions. Your linters catch style violations.
What catches documentation drift? A customer complaint three months later? A support ticket from someone who wasted an hour on outdated instructions?
That's not a system. That's hope.
The Bug Reframe
Here's what changed my thinking: treat outdated documentation as a bug.
Not a "nice to have." Not a "we'll get to it." A bug. With the same urgency you'd give a production incident.
Because that's what it is. When your docs say one thing and your product does another, that's a defect in your customer experience. It's a reliability issue.
Bugs get tracked. Bugs get prioritized. Bugs get fixed.
Documentation drift? It just... accumulates. Until someone notices. Which is usually a customer. Who's now frustrated.
What Actually Works
After watching this pattern repeat across teams, here's what I've seen work:
1. Automate the detection, not just the writing
The hard part isn't writing docs. It's knowing when docs need updating.
When your product changes, something should flag which documentation is now potentially wrong. Not "maybe we should check the docs." A specific alert: "This PR modified the authentication flow. These 4 doc pages reference authentication."
2. Put docs in the same workflow as code
Docs-as-code isn't just a storage strategy. It's a workflow strategy.
If docs live in the same repo, reviewed in the same PRs, tested in the same CI—they get the same attention as code. Not because people suddenly care more about docs. Because the system treats them equally.
3. Make "done" include documentation
This is cultural, but systems can enforce it.
A feature isn't shipped until the docs are updated. A breaking change isn't merged until the migration guide exists. Not as a suggestion. As a gate.
The Tooling Gap
For code quality, we have: linters, formatters, type checkers, test frameworks, security scanners, dependency auditors.
For documentation quality, most teams have: a human reading it when they have time.
That gap is why docs rot faster than code.
The fix isn't more humans. It's applying the same thinking we already apply to code: automated checks, continuous validation, systematic enforcement.
Style guide violations? Flag them automatically. Broken links? Catch them in CI. Terminology inconsistency? Enforce it the same way you enforce code style.
This isn't complicated. We just haven't bothered to apply existing patterns to documentation.
The Real Cost
"Our docs are a little out of date" sounds minor.
Here's what it actually costs:
- Support tickets for problems the docs created
- Lost deals when prospects can't complete your quick start
- Churn from users who concluded your product doesn't work
- Engineering time answering questions that docs should handle
- Reputation damage in every "your docs are wrong" GitHub issue
Most teams never connect these costs to documentation. They're too diffuse. Too delayed.
But they're real. And they compound.
A Challenge
Here's something you can do in 10 minutes:
- Pick your most important user journey (signup, first API call, basic integration)
- Follow your own docs as if you've never seen your product
- Note every place where instructions don't match reality
Most teams find 3-5 issues. In their most important flow. That users hit every day.
That's not a documentation problem. That's a customer experience bug hiding in plain sight.
What I Use
Full disclosure: I use EkLine for automated docs review. It runs in CI, flags style issues, catches broken links, and tells me when product changes affect documentation.
It's not the only option. Vale is excellent if you want to build your own system. The point isn't the tool—it's treating documentation with the same rigor we apply to code.
Whatever you use, the first step is the same: stop treating documentation as a writing problem. Start treating it as a systems problem.
The writing was never the hard part.
What's the oldest lie in your documentation? I'm genuinely curious—drop a comment. No judgment. We've all been there.
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