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
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, with a maximum of 5 MB per file.
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
If a text-based file is too large for Olly to process, 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.
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
Choose between quick answers and deep investigations with Fast and focus modes.

