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Add screenshots and images while a Live Session is recording to preserve the visual context behind the conversation. Chief places each image at the current point in the transcript, so teammates and AI agents can see what you were discussing. Chief Live Sessions - adding a screenshot to the transcript

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Take a screenshot

  1. Start a Live Session in the Chief Live Sessions App.
  2. Click the Add a screenshot, image, or sketch to the transcript image button in the session controls.
  3. Click Take screenshot.
  4. Use the macOS screenshot tool to select what you want to capture.
Chief adds the screenshot after the latest transcript passage. Press Esc while selecting an area if you want to cancel.

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Mark up a screenshot or image

Choose Screenshot & mark up to capture your screen and open the visual editor before adding it. Choose Upload & mark up to annotate an existing image instead. Add your marks, then save the result to the transcript. You can also choose New sketch when you want to explain an idea on a blank canvas instead of capturing your screen.

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Upload, paste, or drag an image

Use any of these paths during the session:
  • Click the image button, then click Upload image and choose one or more files.
  • Copy an image, click inside the Transcript panel, and press Cmd-V to paste it directly.
  • Drag image files onto the Transcript panel and drop them when Drop image to add it here appears.
Chief accepts PNG, JPEG, WebP, and GIF files up to 10 MB each. Images are visible to people who join or watch the Live Session and are included when you send the session to an AI agent.
Important: Only the host can add or remove images, and only while the Live Session is recording. The transcript becomes read-only after the session ends.

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Remove an image

Find the image in the transcript and click its remove control before the Live Session ends. If Chief cannot remove it, the app shows Could not remove the image from the session. Please try again.

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FAQ

Images can only be added during an active Live Session. Start a new session if you need to capture more visual context, or upload an existing transcript if your source is transcript text rather than an image.
Confirm the file is a PNG, JPEG, WebP, or GIF and no larger than 10 MB. Other formats show Only PNG, JPEG, WebP, and GIF images can be added to the transcript.
Chief anchors it at the current transcript tail, after the latest finalized passage. Adding an image also returns the transcript to the newest content if you had scrolled upward.