Upload Files

Drag a file into chat and your Chief of Staff reads it. PDFs, Word docs, spreadsheets, plain text, transcripts — drop it in and ask whatever you need. No copy-paste. No "let me find the right page."

Use it to summarize a report, pull facts out of a transcript, query a sheet, or feed everything you've ever written into your Brain so your CoS knows your voice.

What it does for you

Reads the files you drop in:

• PDFs (contracts, reports, ebooks, invoices)
• Word docs and PowerPoints (.doc, .docx, .pptx)
• Spreadsheets (.xlsx, .csv), plain text and Markdown (.txt, .md), ebooks (.epub)
• Transcripts and subtitles (.srt, .vtt) — and audio files, which are transcribed automatically
• Up to 5 files per message, 25 MB each
• Video isn't read in chat — drop videos in your Asset Library instead

Things you can ask it to do:

• "Summarize this PDF in five bullets"
• "What's the total in column C?"
• "Pull every quote from this transcript that mentions our product"
• "Compare this proposal to the one from last week"
• "Turn this into a Twitter thread"

Feed your Brain in bulk:

• Drop in a transcript and tell it to save the key facts
• Upload your past sales pages so it learns your voice
• Drop in customer interviews and let it remember the patterns
• Once saved, the facts are available for every future chat

What you'll see:

• A small tile in chat showing each attached file
• The answer in plain text, with quotes from the file when useful
• The option to save anything back as a document or memory fact

Pin files you already uploaded

Already have the file in your Asset Library? You don't need to upload it again. Tap Library files just above the chat bar, pick up to 10 uploads, and they stay pinned as chips until you remove them. While a file is pinned, your CoS treats it as required source material for every reply — write a script, draft an email, build an outline, and the content comes from your file, not from generic filler.

How you use it

1. Open the chat.
2. Drag the file onto the chat bar, or tap the attach button.
3. Type what you want — "summarize", "extract the dates", "save the lessons to my Brain".
4. Send. Your CoS reads the file and replies in chat.
5. Save the result as a doc or push the facts into your Brain.

If you only do one thing today: drop your last PDF report into chat and ask for a five-bullet summary you can paste into Slack.