Attach up to ten files to one AI Assistant message
The AI Assistant now accepts ten attachments per message instead of five, so a full set of briefs, screenshots or spreadsheets can go into a single question.
What this solves
Many questions rely on more than five documents at once: a campaign brief with its screenshots, a set of competitor pages, or a batch of product sheets. The old limit forced people to split one question across several messages and repeat the context each time.
What changed
- Each message accepts up to ten files, chosen through the paperclip or dropped onto the composer.
- The drop overlay and the limit message state the new number.
- All ten attachments, including ten images, reach the assistant in the same turn.
- The per-file size limit is unchanged.
Where to find it
Open AI Assistant, then use the paperclip or drop files onto the message box.
Useful for
Teams that brief the assistant with complete document sets and want one answer that considers all of them together.
About Checkgrow
Checkgrow brings marketing knowledge, campaigns and analysis into one workspace. The AI Assistant answers questions against your company's context and the files you attach, so decisions rest on the full picture instead of fragments.