You’ve tried using ChatGPT to draft technical documentation. It works – until it doesn’t. The first section looks great. By section three, it’s forgotten your terminology. By section five, it’s inventing features your product doesn’t have.
Here’s the problem: general-purpose AI tools treat technical writing like any other content. They optimize for conversational fluency, not precision. That’s fine for blog posts. For API docs, user manuals, or compliance reports? It’s a liability.
Most tutorials recommend the same three tools – ChatGPT, Grammarly, Claude – with no practical guidance on which actually works for technical content. This guide cuts through that. We tested five AI tools on real technical writing tasks in early 2026 and documented what broke, what didn’t, and the gotchas buried in the fine print.
Why General-Purpose LLMs Fall Short for Technical Writing
According to Cherryleaf’s 2025 survey, 55% of technical communicators use AI regularly. But here’s what they don’t tell you upfront: AI tools work best when fed structured product knowledge. Without that – specs, UI labels, API schemas, configuration files – they produce plausible but unreliable documentation.
ChatGPT will happily write you a user guide for a feature that doesn’t exist. Claude will maintain better context across longer docs but can’t generate the diagrams you need. Grammarly flags every technical term as an error unless you spend hours building a custom dictionary.
The real issue isn’t capability. It’s mismatch. These tools weren’t built with technical writers in mind. So what should you use instead?
The 5 Tools Technical Writers Actually Use
| Tool | Best For | Pricing (2026) | Key Limitation |
|---|---|---|---|
| Claude Pro | Long-form docs, code samples | $20/month | No image generation |
| ChatGPT Plus | Multimodal content, diagrams | $20/month | Context drift after ~10K tokens |
| Grammarly Pro | Grammar, consistency checks | $12/month (annual) | Flags technical jargon |
| Notion AI | Collaborative docs, wikis | Business plan only (mid-2025 change) | No standalone access |
| Document360 Eddy AI | Knowledge base management | Custom pricing | Locked to Document360 platform |
Pricing note: All figures verified as of January 2026. Notion AI pricing changed mid-2025 – it’s now exclusive to Business/Enterprise plans, despite earlier free trial availability.
Claude vs. ChatGPT: The Technical Writer’s Dilemma
Most comparisons treat these two as interchangeable. They’re not.
Claude wins on: Long documentation (200K token context window vs. ChatGPT’s 128K), code quality (produces cleaner, more structured code according to developer testing), and conciseness (direct answers without fluff).
ChatGPT wins on: Multimodal tasks (can generate diagrams, annotate screenshots via DALL-E), exploratory research (better at brainstorming and explaining concepts in multiple ways), and integration ecosystem (more third-party plugins).
The practical takeaway: if you’re documenting APIs or writing procedural guides with code blocks, Claude handles it better. If you need flowcharts, annotated screenshots, or conceptual explainers, ChatGPT Plus is the better tool.
But here’s the catch neither marketing page mentions clearly.
The Context Window Trap Nobody Warns You About
Claude advertises a 200K token context window. That sounds massive – roughly 150,000 words. Except it’s not all usable.
Here’s what actually happens: your system prompt consumes 1,000-2,000 tokens. Conversation history accumulates with every exchange. Tool outputs (if you’re using API integrations) eat another chunk. By the time you paste in your 50-page technical spec, the effective context left is far smaller than advertised.
Worse: AI agents silently drop early information once the window fills. You won’t get an error. The model just forgets the requirements you specified 30 exchanges ago. This explains why your fifth revision contradicts your first.
Pro tip: Track token usage explicitly. Use Claude’s token counting API or a tool like Opik to monitor context consumption in real time. When you hit 70% capacity, start a new session and copy forward only the critical context – don’t drag the entire conversation history.
This isn’t a bug. It’s a fundamental design constraint. Even the largest context windows have limits, and most technical writing workflows exceed them faster than you’d expect.
Grammarly for Technical Writing: Useful or Annoying?
Grammarly is the default writing assistant for millions. For technical writers, it’s… complicated.
The grammar and spelling checks work as advertised. Grammarly Pro ($12/month annually, per official pricing) adds tone detection, full-sentence rewrites, and plagiarism scanning – all genuinely useful for documentation.
The problem: technical jargon. Every API endpoint, every schema field, every product-specific term gets flagged as an error. Yes, you can add terms to a custom dictionary. But that requires manually adding every single term. For a codebase with hundreds of unique identifiers? That’s hours of setup before Grammarly becomes useful instead of distracting.
Community consensus (from Document360 and ClickHelp forums): Grammarly works well for user-facing documentation written in plain language. For API references, schema docs, or anything code-adjacent, the false positive rate makes it a poor fit unless you’re willing to invest in that dictionary upfront.
Real-World Gotcha: Accuracy in Specialized Domains
Here’s the thing tutorials gloss over: AI tools confidently generate incorrect information in specialized fields. Finance, legal, medical, regulatory – any domain with high accuracy requirements.
AI doesn’t flag uncertainty. It presents plausible-sounding content whether it’s accurate or not. According to multiple sources on AI limitations, this is especially dangerous in technical writing where a single incorrect parameter or misunderstood constraint can break implementations.
The mitigation isn’t “don’t use AI.” It’s “always validate AI output against source material.” Treat AI as a draft generator, not a fact oracle. Feed it structured inputs – actual spec docs, API schemas, configuration files – and verify every claim it makes against those sources.
This is where specialized tools like Document360’s Eddy AI (built specifically for knowledge base content) outperform general LLMs. They’re designed to reference uploaded documentation rather than hallucinate from training data. The tradeoff: you’re locked into their platform.
Notion AI: Great Tool, Terrible Pricing Shift
Notion AI integrates GPT-4 and Claude models directly into Notion’s workspace, per Kipwise’s 2025 analysis. For teams already using Notion for documentation, it’s smooth – summarize pages, generate drafts, autofill database properties.
The catch: as of mid-2025, Notion AI moved exclusively to Business and Enterprise plans. Free and Plus users lost access. No standalone pricing option. If your team isn’t ready to commit to Notion’s full collaboration platform, you can’t access the AI features at all.
This matters because Notion’s context-aware suggestions (it knows your workspace structure, your team’s writing patterns) made it genuinely useful for technical writers. But the pricing shift turned it from “accessible tool” to “enterprise-only feature” overnight.
How to Combine Tools Without Losing Your Mind
Most technical writers don’t use one tool. They use a stack. Here’s the workflow that actually scales:
- Draft in Claude: Long-form content, code-heavy docs, procedural guides. Claude’s context handling and clean output make it the best starting point.
- Generate visuals in ChatGPT: Diagrams, annotated screenshots, conceptual illustrations. Export and embed into your main doc.
- Polish in Grammarly: Run final drafts through Grammarly for consistency and tone. Ignore jargon flags you’ve already vetted.
- Validate everything: Compare AI output against your actual spec docs, API schemas, or internal knowledge base. Never publish AI-generated content without verification.
This three-tool approach balances Claude’s strengths (long context, technical precision) with ChatGPT’s multimodal capabilities and Grammarly’s polish. It adds time, yes. But it prevents the context drift and accuracy failures that plague single-tool workflows.
What to Do Next
Pick one task. Not your entire documentation stack – one specific task. A single API endpoint reference. One troubleshooting guide. Test Claude and ChatGPT side-by-side on that task. Track how many exchanges it takes before you notice context drift.
Then decide which tool fits your actual workflow. Not the workflow you wish you had. The one where you’re juggling five tabs, three Slack channels, and a spec doc that changed yesterday.
That’s how you figure out which AI tool actually works for technical writing. Not by reading comparisons. By running the test yourself.
Frequently Asked Questions
Can AI tools replace technical writers?
No. AI accelerates drafting and editing, but technical writing requires domain expertise, validation against source material, and judgment about what information matters. AI doesn’t know your product. It can’t interview engineers or make strategic content decisions. According to industry surveys, roles are evolving rather than disappearing – writers who orchestrate AI tools and ensure quality become more valuable, not less.
Which AI tool has the longest context window for technical documentation?
Claude 4 supports 200,000 tokens (roughly 150,000 words) as of early 2026. However, effective usable context is lower – system prompts, conversation history, and tool outputs consume tokens before you add content. ChatGPT’s 128,000-token window is smaller but performs better for shorter, multimodal tasks. Context window size matters less than how the tool manages context degradation across long sessions.
Should I pay for Grammarly Pro if I already use ChatGPT for technical writing?
Depends on your content type. If you write user-facing guides in plain language, Grammarly Pro’s tone and consistency features justify the $12/month. If you write code-heavy API docs, Grammarly’s technical jargon flagging creates more friction than value unless you invest hours building a custom dictionary. Many technical writers use free Grammarly for basic checks and rely on Claude or ChatGPT for deeper editing.