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Doe treats files as working context, not static attachments. Agents can search file contents, read documents with citations, extract structured data, fill forms, edit PDFs and DOCX files, analyze spreadsheets, and save new files back to your workspace.

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Supported Files

Limits:

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Uploading Files

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Chat Uploads

Upload files directly into a conversation for one-off analysis or request context. Click the upload button, drag files into chat, or paste images. Chat uploads stay attached to that conversation.

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Library Uploads

The Library is your central file hub. Upload files here when you want to organize, share, search, and reuse them across conversations. Library supports folders, drag and drop, ZIP upload, grid/list views, previews, sharing, downloads, moving, deleting, and bulk file actions.

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Organize the Library

Use the Library when files need to be reusable, searchable, and shareable across tasks, teams, and recurring reports.
For repeatable work, create a folder for the source files and a separate folder for generated outputs. Then mention the source folder when asking Doe to work from it.

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Agents Can Organize the Library Too

You can ask Doe to manage the Library directly: create folders, create text files (Markdown, CSV, JSON, and other text formats), and rename or move files and folders into the right place.
System folders such as Chat Sessions are managed by Doe and stay read-only.

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Sync Local Folders with Desktop Vault

With the Doe desktop app, Desktop Vault watches folders you choose on your computer and keeps them synced into a Desktop folder in the Library, where the files are indexed and searchable like any other upload. Synced folders are managed by Desktop Vault and protected from accidental moves or deletion; removing a watched folder releases it while keeping the files already synced.

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Search Files

Doe has two different file-search surfaces. Content search uses hybrid semantic and keyword search. It can search across accessible organization files by default, scope to mentioned files, and cite source files, sections, pages, or passages when available. Examples:
If you know the filename, mention it directly. If you do not, ask Doe to search first.
File access respects sharing and organization permissions. If Doe cannot access a file, ask the owner to share it or use an accessible copy.

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Analyze and Extract

Mention files with @ when you want Doe to inspect them directly.

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Fill and Edit Documents

Doe can inspect, read, extract from, and edit supported documents. For PDF and DOCX tasks, Doe can fill forms or modify a document and save the edited version as a new file. Word documents open in a full editor in the preview pane, so you and the agent can work in the same document at the same time:
  • Formatting toolbar and live collaboration
  • Comments: select text to start a comment thread, with a comments panel beside the document
  • Review controls for agent edits: step through diffs and accept or reject each change, or accept and reject all at once
  • Download as an editable Word document or a saved PDF copy
Markdown files are editable in the preview pane as well (Cmd + S saves). Common document tasks: Edited files preserve lineage back to the source template when available, so agents can tell whether a file is an original template or a derived document.
For high-stakes documents, review the completed file before sending or signing it. Scanned PDFs, ambiguous fields, radio buttons, and unusual DOCX structure may require manual verification.

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Generated Files

Agents can create artifacts such as:
  • Filled PDFs and DOCX files
  • Cleaned CSVs
  • Excel workbooks
  • Charts and images
  • Research reports
  • Exported spreadsheet files
Generated files appear in the conversation and can be opened in the preview pane. When saved to the Library, they can be searched, shared, downloaded, and reused like uploaded files. From the generated file list in chat, open the file in preview, download it, or jump to its Library folder when it has been saved there.

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Common Questions

Chat uploads stay with that conversation. Library uploads are available across all chats and can be shared with teammates.
Yes. Ask Doe to search your accessible indexed files by topic, phrase, person, metric, or clause. For best results, include specific names, dates, terms, or folder context.
Yes, for supported PDFs and DOCX files. Doe saves an edited copy and should tell you what was filled, what was uncertain, and what still needs review.
Check that it is under 50MB and a supported format. ZIP files can contain up to 200 supported files and up to 500MB extracted.
No. Only file owners can delete. You can view and download shared files.

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Next Steps

Prompting

Get better results from agents

Search

Search conversations, files, and connected apps

Sharing

Share files, folders, responses, and conversations

Spreadsheets

Work with spreadsheet files and Google Sheets

Preview Pane

Watch agents work in real-time