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ZeroTwo supports a wide range of file types directly in chat. Attach a file to any message to ask questions about its contents, have the AI summarize or analyze it, extract data, or use it as the basis for a Canvas document.
Do not upload files containing sensitive personal data such as Social Security numbers, passwords, private keys, or financial account credentials. See Privacy & Data for ZeroTwo’s data handling policies.

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Two Ways to Upload

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Paperclip Icon

Click the paperclip icon in the prompt bar (to the left of the text input) to open your operating system’s file picker. You can select multiple files at once using Shift-click or Cmd/Ctrl-click.

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Drag and Drop

Drag one or more files from your desktop or file manager and drop them anywhere in the main chat area. A drop zone highlights to confirm the target. The file thumbnails appear in the prompt bar ready to send.

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Step-by-Step

1

Click the paperclip icon or drag a file into the chat

Both methods work in any active chat or a new conversation. The file begins uploading immediately.
2

A file preview appears above the text input

You will see a thumbnail or icon for each attached file in the prompt bar. Click the × on a thumbnail to remove a file before sending.
3

Type your question (or leave the input blank)

Enter your instruction or question about the file. If you leave the prompt blank, ZeroTwo will infer what to do based on the file type — for example, it will summarize a PDF or describe an image.
4

Send

Press Enter to send. ZeroTwo processes the file and generates a response. You can continue asking follow-up questions about the file in subsequent turns of the same conversation without re-attaching it.

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What ZeroTwo Does with Each File Type

Supported formats: PDF, DOCX, PPTX, XLSX, and other common document types.ZeroTwo performs full text extraction from documents — including text inside tables, headers, and footnotes. For multi-page PDFs, ZeroTwo is aware of page structure and can answer page-specific questions.Things to try:
  • “Summarize the key findings from this PDF in 5 bullet points.”
  • “What does the contract say about termination clauses?”
  • “Extract all the data from the tables in this report.”
  • “Rewrite this Word document in a more formal tone.”
For long PDFs, you can ask ZeroTwo to focus on a specific section — for example: “What does section 3 say about pricing?” Page-level context is preserved.

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File Limits

LimitValue
Max files per message (Pro+)10 files
Max files per message (Free)1 file
Max file size (most types)50 MB per file
Max file size (video)200 MB per file
Upload timeout60 seconds
Files that exceed the size limit or take longer than 60 seconds to upload will fail with an error. For large video files, ensure you have a fast and stable internet connection. Try compressing the video or splitting it into segments if uploads time out.

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Files Library

All files you have ever uploaded to ZeroTwo are saved to the Files Library at /files. From there you can:
  • Browse all past uploads sorted by date
  • Preview documents and images inline
  • Reuse a file in a new chat without re-uploading it
  • Delete files you no longer need
To open the Files Library, click Files in the left sidebar or topbar, or navigate directly to /files.

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Tips for Working with Files

After uploading a file, you can ask as many follow-up questions as you like within the same conversation. The model retains the file context for the entire chat session — no need to re-attach on each message.
Enable Web Search alongside a document attachment to cross-reference its contents with current web information. Enable Canvas Mode to have ZeroTwo generate a structured document based on your uploaded file.
You can mix file types in a single upload. For example, attach a PDF report and a CSV dataset together, then ask ZeroTwo to correlate findings between the two.
If you regularly work with a set of files (like a codebase or a research collection), add them to a Project. Project files are available across all chats within that project without needing to re-attach them. See Projects for details.

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Next Steps

Files Library

Manage and reuse all your uploaded files from the Files Library.

Canvas Mode

Use uploaded files as the basis for generating rich documents, spreadsheets, and diagrams.

Troubleshooting Uploads

Diagnose and fix common file upload errors.

Choose a Tool

Combine file uploads with Web Search, Canvas Mode, and more.