superwhisper context awareness: what it captures, when, and why it sometimes captures nothing

Context awareness lets a superwhisper mode hand its AI model more than your words: the text you had selected, text from the window you are in, and what is on your clipboard. It makes replies and edits fit what you are looking at. Each of the three is captured at a different moment, and most problems come from that timing, so this page goes through it.

I built YapToText, a different dictation app for the Mac, so read what I say about superwhisper with that in mind. Every fact about superwhisper here comes from its own docs, read on October 10, 2026.

Download YapToText on the Mac App StoreThis app is completely free. You don't have to make an account. There are no subscriptions, no difficult downloads, and nothing is locked. Made for Apple silicon Macs. Source on GitHub.

The three kinds of context

From superwhisper's docs, Context awareness, read October 10, 2026.

ContextWhat it isWhen it is captured
Selected textText highlighted in your active windowThe moment you start recording
ApplicationText from active input fields, names and the title of the active windowAfter transcription, before the AI step
ClipboardWhat you copiedWithin three seconds before recording starts, or during dictation. The last copy wins

Which modes use it

  • Super Mode. The only built-in mode with all three on by default.
  • Other built-in modes. Most have context off.
  • Custom modes. Any combination, with three checkboxes in the Context row of the editor. The docs say those checkboxes need a Pro license.

superwhisper's own advice is to turn on only what a mode needs, because extra context sends more information to the AI and can make the result worse. The Prompt field in History shows exactly what context was sent.

When it does not work

From superwhisper's docs, Context awareness, read October 10, 2026.

ProblemWhat to check
Selected text is ignoredKeep focus on the app with the selection when you start recording, and use a mode with selected text on
Application context is wrong or emptyDo not switch windows before processing ends, and check Accessibility in System Settings, Privacy and Security
Clipboard is ignoredCopy within three seconds before you start, or while dictating
Started by a deep link from a shellOpen the link in the background, with the -g flag, so focus stays on your app

Where the context goes

Context goes to the language model of the mode, together with your transcript. superwhisper lets each mode use a local language model or a cloud one, so whether that text leaves your Mac depends on the model the mode uses. The superwhisper privacy page covers that choice, and the modes page covers Super Mode and custom modes.

Context in YapToText

superwhisper from its docs, read October 10, 2026. YapToText from its own settings.

superwhisperYapToText
Selected textYesYes
ClipboardYes, copied within 3 seconds before or duringYes
The app or windowText and title from the active windowThe app you are dictating into
PricePro license for custom modesFree
Where the AI runsThe mode's model, local or cloudOn the Mac

Each YapToText mode has its own switches for context from the app, your selection and your clipboard, and its cleanup model runs on your Mac. VoiceInk's version of the same feature reads screen text too, if you want to compare all three.

Download YapToText on the Mac App StoreThis app is completely free. You don't have to make an account. There are no subscriptions, no difficult downloads, and nothing is locked. Made for Apple silicon Macs. Source on GitHub.

The short version

  • Selected text. Captured when you start, so keep focus on that app.
  • Application. Captured after transcription, so do not switch windows.
  • Clipboard. Copy within three seconds before, or during.
  • Modes. On in Super Mode. Custom modes need Pro for it.
  • Check it. History's Prompt field shows what was sent.

If superwhisper changes how context works, open an issue on GitHub and I will update this page. Every one gets read.

Download YapToText on the Mac App StoreThis app is completely free. You don't have to make an account. There are no subscriptions, no difficult downloads, and nothing is locked. Made for Apple silicon Macs. Source on GitHub.

About the author. Ryleigh Newman is a developer whose hands make typing difficult and who dictates every day with YapToText, the app this site describes. Facts about other apps come from their own sites, with the date they were read. More about the project.

Sources

Questions

What is context awareness in superwhisper?

A mode can give its AI the text you had selected, text from the active window, and your clipboard, so the output fits what you are working on.

Why is superwhisper ignoring my selected text?

It is captured the moment you start recording, so the app with the selection must have focus then, and the mode must have selected text context on.

Which superwhisper mode uses context?

Super Mode has all three kinds on by default. Custom modes can use any of them, which the docs say needs a Pro license.

How do I see what context superwhisper sent?

Open the dictation in History. The Prompt field shows what was sent to the AI.

Does superwhisper send my screen to the cloud?

Context goes to the mode's language model. With a local model it stays on your Mac, with a cloud model it is sent to that provider.