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Attaching documents

Give Ask Dockli documents to read — up to five per conversation — so it can summarize, compare and answer questions grounded in their contents.

Last updated: July 2026

You can attach documents to an Ask Dockli conversation so its answers are grounded in what those documents actually say. Dockli reads the text of each attachment server-side and feeds it to the model alongside your prompt — so you can ask it to summarize a report, compare two contracts, or pull figures out of a spreadsheet without opening anything.

Adding attachments

There are three ways to attach a document, in both the global assistant and the folder-scoped panel:

  1. The ”+” button. Click the + control on the input bar (its tooltip reads “Attach files”). Choose “Upload from this computer” to open the file picker; you can multi-select. The menu also shows how many slots remain — for example “Up to 3 more files · 50 MB each” — or “File limit reached (5)” when full.
  2. Drag a file from your computer. Drag one or more files onto the input bar. A “Drop files to attach” overlay appears; release to attach them.
  3. Drag a file already in Dockli. Drag a file straight from the Explorer grid onto the AI bar. Dockli attaches it by reference and extracts its text server-side — no re-upload needed. (Folders can’t be attached this way; only files.)

Each attachment appears as a removable chip above the input. While it’s being read the chip shows a spinner; once ready it shows a document icon; if it was rejected it shows a warning icon with the reason.

Limits

LimitValue
Files per conversationUp to 5
Size per fileUp to 50 MB

If you exceed the file count, the extra files are rejected with “Limit is 5 files”. A file over the size cap is rejected with “Over 50 MB”. Rejected files show as an error chip and don’t count against your answer — remove them and try smaller or fewer files.

How Dockli reads your attachments

Dockli extracts text only from each attachment — never the raw file bytes — and does it on your local Dockli service. Extraction depends on the file type:

TypeWhat Dockli reads
Word (.docx)The document’s paragraph text.
PowerPoint (.pptx)Each slide’s text and speaker notes, slide by slide.
Excel (.xlsx)Cell values across worksheets, up to a cap of 2,000 rows.
PDF (.pdf)Extracted text, up to a cap of 200 pages.
Plain text and other filesRead as UTF-8 text.

To keep prompts efficient, each file’s extracted text is truncated to roughly 48,000 characters before it’s used. Very large documents are therefore summarized from their earlier content; if you need Dockli to focus on a specific section, say so in your prompt.

Attachments persist across the conversation

Once attached, a document stays available for follow-up turns in the same conversation — you don’t need to re-attach it to ask a second question about it.

Removing attachments

Click the × on any chip (its tooltip reads “Remove”) to drop that attachment. Removing it frees a slot and stops it being sent on the next turn.

Attachments are held only transiently on your local Dockli service — the store keeps a small number of recent entries and expires them automatically after a few hours. See Ask Dockli privacy and security for the exact retention model and what is and isn’t sent to the model.

Where to go next

Still stuck? Email support@dockli.io — a human replies within one business day. Or book a demo.