Use This Two-Step Dictation Strategy to Write Better Docs (typeless Tutorial)

Download Typeless and go through the setup flow. Give it the permissions it needs so it can use your microphone and paste text into any text box.

Set a hotkey you can use without thinking about it. In the recording, the hotkey was Option + Space Bar.

Typeless is helpful because you can talk faster than you type, and it cleans up stutters and rough phrasing better than normal dictation. It also has an AI search hotkey, so you can quickly ask something without switching over to ChatGPT or Gemini.

Use Typeless for comments, not just finished writing. The comments are where your voice comes through most clearly.

Open a new Codex or Claude Code session, or use Claude or ChatGPT if that is where you write. Ask for a rough outline or first draft. Do not try to make it perfect yet.

Draft an outline for a short internal memo about [topic]. Keep it concise.

For the demo, the draft was a made-up project update for an AI software app. The first draft does not need to sound like you. It just needs to give you something to react to.

AI is good at giving you structure. Your voice comes in during the edit pass.

Before you start editing, tell the agent to preserve the first version.

Save this as the initial draft and do not edit it. Now create a separate working draft that we can revise.

The initial draft gives you a clean before version. The working draft is where all the edits happen.

Over time, that difference becomes useful. You can compare the generic AI version against the final version and see exactly what changed: shorter intros, fewer generic phrases, more bullets, different endings, stronger examples, or no em dashes.

Read the working draft and add a comments section at the bottom. Then use Typeless to talk through everything you would change.

Start with factual fixes first. Then add missing context. Then call out anything that sounds generic, too polished, or not like you. Your comments can be messy. That is the point.

The overview needs to be two sentences. Current progress needs to have bullet points. Product focus needs to say this version adds social functionality. Say this version is built for virality. Make the conclusion less wordy. Make sure everything is in my voice and verbiage.

This is faster than typing edits one by one. You are basically giving the model a live style guide based on your real reaction to the draft.

Once your comments are in the working draft, send the final rewrite prompt.

Rewrite the draft using the comments I left in the draft. Write it in my tone. Use my verbiage. No em dashes. Preserve the core points, but cut anything that sounds generic. Make it concise.

The rewrite should look noticeably different from the original AI draft. In the recording, the final version was much less wordy and much closer to the actual direction from the comments.

If it is close but still not right, do another quick Typeless pass. Say the exact issue, then tell the agent:

Make only those edits.

That keeps the model from over-rewriting parts that are already working.