Upload Limits
Per-Plan Upload Limits
The number of files you can attach to a single message depends on your plan.The per-message file limit refers to files attached directly to a single chat message. Files stored in your Files Library can be referenced in any message regardless of this limit.
File Size Limits by Type
Upload Timeout
Uploads that take longer than 60 seconds are automatically terminated. This primarily affects large files on slow internet connections. Approximate upload times by file size and connection speed:
*May exceed the 60-second timeout. Use a faster connection or reduce file size.
Tips for Working with Large Files
PDFs:- Use a PDF compression tool before uploading (many free tools available online)
- For long PDFs, you can reference specific sections in your prompt to help the AI focus
- Split very large PDFs into chapters or sections if they’re near the 50 MB limit
- Vision analysis (asking ZeroTwo to describe or analyze an image) does not require high resolution
- Downscale large images to 1920×1080 or smaller — the AI extracts the same information from a smaller file
- Use WEBP format instead of PNG for significantly smaller file sizes with comparable quality
- Split large codebases into logical modules before uploading
- Upload only the files most relevant to your question rather than entire repositories
- For large projects, consider using the GitHub connector instead of direct file uploads
- Use a video editor to extract only the relevant clip before uploading
- Lower resolution exports (720p instead of 4K) are usually sufficient for AI analysis
- MP4 with H.264 encoding provides the smallest file sizes for given quality
Supported File Types
For the complete list of all accepted file formats and extensions, see Supported File Types.Common Upload Errors
See Upload Errors and Common Error Messages for more detail.