Skip to main content

Attach PDFs, Office files, and images

Attach up to five files to a message so the assistant can read, summarise, and answer questions about them.

AvailableLast reviewed 2026-10-05

Attach documents or images to a message and ask about them.

What you need

  • An open chat with the message box enabled.
  • Files that are each 25 MB or smaller, with at most five files per message.

Steps

  1. Choose Attach files (the paperclip) next to the message box and select your files.

    The message box with the paperclip Attach files button on the left

  2. Check the chips above the box. Each shows the name and size; use the remove button to take one off.

  3. Write your question, for example "List the action items in this PDF", and send.

  4. Wait for preparation. A status line shows Uploading, Converting ... to text, Preparing, and sometimes Analysing with elapsed time.

Accepted types include PDF, Word (docx), PowerPoint (pptx), Excel (xlsx, xls), CSV, text and Markdown, HTML, JSON, XML, EPUB, ZIP, common image formats (JPG, PNG, GIF, WebP, BMP, TIFF, SVG), and audio (MP3, WAV, M4A, OGG, FLAC).

Expected result

Your message shows the attachments and the assistant answers using their content. Later messages in the same chat can still use the files.

Tips

  • If a file is still being analysed (figures, sections, full summary), you can choose Send now, Wait for analysis, or Edit message.
  • Say which file or section you mean when you attach several.

Troubleshooting

  • "Maximum 5 files allowed". Remove files and send in batches.
  • A file is rejected. Check the type and that it is under 25 MB.
  • "could not be converted to text". A warning that the assistant may not be able to read that file. Try another format, such as PDF.
  • Upload is unavailable. Wait a moment and retry. See Troubleshoot AI sessions.
Still need help?

Email [email protected] and tell us what you were trying to do.

Email support

Spotted a mistake or something out of date? Report a problem with this guide. No email app? Write to [email protected] and name this guide.

Attach PDFs, Office files, and images | MindStaq Help Center