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File attachments for chat context

Attach files to a chat message to give Olly additional context for your prompt, for example, a screenshot of an error, a configuration file, or a CSV of metrics. Olly reads each attached file alongside your prompt and uses it to inform the response.

Attach files in Olly

Attach files​

To attach files, select the attachment option in the chat input bar and select files from your device. You can attach up to 5 files per message.

The maximum size allowed per file depends on the file type:

  • Images and PDFs: up to 5 MB each.
  • Text files (.txt, .json, .csv, .md): up to 200 KB each, and up to 200 KB combined across all text files in a single message.

While files upload, Olly shows a progress indicator for each one. You cannot send the message until all uploads complete. To cancel an upload, select the X next to the file.

If you try to attach more than 5 files, Olly shows a warning and rejects the additional files.

Supported file types​

Olly currently supports the following file formats:

  • Images: .jpg, .png, .svg, .web
  • Text-based files: .pdf, .txt, .json, .csv, .md

If a file is larger than the limit for its type, Olly shows an error and skips that file. You can continue the conversation without the attachment.

View attachments in the conversation​

Attached files appear inline with your message:

  • Images display as a preview thumbnail.
  • Other file types display as a card with a file-type icon and file name.

Images in Olly chat

Attachments stay with the conversation as long as it exists in your chat history and remain available for download. Deleting a conversation also removes its attachments.

Next steps​

Connect a code source for code-aware investigations in GitHub integration.

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