Attachments
Share files with the AI in chat for analysis, summarization, and data extraction. Attach a contract and ask for the deadlines, attach a spreadsheet and ask for the top rows, attach a meeting recording and ask for the action items.
How to Attach
- In the chat input, click the + button (tooltip: Add File)
- Choose Upload File from the menu
- Pick the file from your computer
- Wait for processing — the file chip shows a spinner, then a green ✓ when the file is ready
- Type your message and send
Files are added one at a time. To attach several files, repeat the steps above for each one.
You don't need to start the conversation first. If you attach a file on the home screen, the conversation is created for you — just make sure an assistant is selected, otherwise you'll see "Please select an assistant first".
File Status
Every attached file appears as a chip above the input, showing its icon, name, and size. The status indicator on the right tells you whether the file is ready.
| Indicator | Meaning | What to do |
|---|---|---|
| Spinning circle | The file is still being processed | Wait for the green ✓ before sending |
| Green ✓ | The file is ready and will be included in your message | Send your message |
| Amber warning | Processing failed | Remove the file and try attaching it again |
Only files with the green ✓ are included when you send. If a file is still processing, it is left out and you'll see a notice: "{n} file(s) still processing and excluded from message. Wait for the green ✓ indicator." Wait for the check mark, then send again.
To remove a file, click the × on its chip (tooltip: Remove attachment).
Supported Types
| Category | Formats | What the AI does with it |
|---|---|---|
| Documents | PDF, Word (.doc, .docx), PowerPoint (.ppt, .pptx) | Reads the text and structure |
| Spreadsheets | Excel (.xls, .xlsx), CSV | Reads the rows and columns |
| Text | TXT, Markdown (.md) | Reads the content |
| Images | PNG, JPG/JPEG, GIF, WEBP | Reads the text in the image automatically |
| Audio | MP3, WAV, M4A, MP4 audio, OGG, FLAC, WEBM | Transcribes the speech to text automatically |
If you pick a file outside this list, you'll see: "Invalid file type. Supported: PDF, Word, Excel, PowerPoint, Text, Images, Audio".
Limits
| Limit | Value | Message you'll see if you exceed it |
|---|---|---|
| Size per file | 50 MB | "File is too large. Maximum size is 50MB" |
| Files per conversation | 20 | "Maximum files per conversation reached (20). Please delete some files" |
| Organization storage | Your organization has an overall storage limit for chat files | "Storage quota exceeded. Please delete some files to free up space" |
Reached the 20-file limit? Remove files you no longer need with the × on their chips, or start a new conversation for the next batch.
What You Can Ask
- "Summarize this document in 3 bullet points"
- "Extract all deadlines mentioned in this contract"
- "What are the top 5 rows by revenue in this spreadsheet?"
- "Read the text in this scanned image"
- "List the action items from this meeting recording"
- "Compare these two documents and tell me what changed"
Attachments stay in the conversation, so you can keep asking about them in later messages — you don't need to re-attach the same file.
Important Notes
- Attachments belong to the conversation — reference them in follow-up messages without re-uploading
- Files in one chat aren't visible in another — attach them again if you switch conversations
- They're not saved to My Documents — if you want to keep a file for the whole organization, upload it there separately (see Uploading Documents)
- Processing has a time limit — if a file gets stuck, it stops after a few minutes and shows "Processing timed out. Please try uploading again."
Don't share sensitive personal information through attachments unless your organization's policies allow it.
Troubleshooting
| Problem | Likely cause | Fix |
|---|---|---|
| The AI ignored my file | The file was still processing when you sent | Wait for the green ✓, then send again |
| Amber warning on the chip | The file could not be processed | Remove it and attach it again, or try a different format |
| "Invalid file type" | The format isn't supported | Convert the file to a supported format (see the table above) |
| "File is too large..." | The file is over 50 MB | Split it or compress it, then attach again |
| "Maximum files per conversation reached (20)..." | You've hit the per-conversation limit | Remove files you don't need, or start a new conversation |
| "Please select an assistant first" | No assistant is selected yet | Pick an assistant, then attach the file |
| "Processing timed out..." | Processing stalled | Attach the file again |
Related Pages
- Starting a Chat — the chat input and its buttons
- Artifacts & Generated Files — files the AI creates for you
- Uploading Documents — keep files in My Documents instead
- Supported Formats — formats for the document library