Dr. Olivia
Dr. Olivia — Uploading Documents
Guide Home Release Notes

Uploading Documents

You can hand Dr. Olivia a file and work through it together — a paper you've been assigned, a worksheet from a professor, your own notes, a set of practice questions. She reads it and the two of you take it from there.

How to upload

Where you areWhat to click
Avatar — video or audio The Upload button in the toolbar at the bottom of the screen
Text chatbot The paperclip beside the message box
Any session The upload button () in the Files section of the session panel on the right

In an audio session she'll tell you out loud when the file is ready, so you don't need to be watching the screen.

Your files during a session

The Files section at the bottom of the session panel lists every file Dr. Olivia can see right now. Check it if her answers seem to be about a file when you meant something else.

Choosing files at the start of a session

If you have files saved, Dr. Olivia asks when a session starts whether to bring them in:

Anything you leave out goes to your archive. Nothing is lost, and you can restore it whenever you need it again.

What you can upload

Up to 20 MB and 300 pages per file, and up to 50 files saved at a time.

Older Office files (.doc, .ppt, .xls) and files with macros (.docm, .pptm, .xlsm) aren't accepted. Open them and save as .docx, .pptx, .xlsx or a PDF, then upload that.

Pro tip Upload before you start asking about it. She reads a file in a second or two, and she'll open the conversation herself once it's ready.

Scanned PDFs

Dr. Olivia reads the text in a PDF. A scanned PDF has no text in it — only a picture of a page — so there's nothing for her to read. She'll tell you straight away rather than guessing at what it says.

Images are different: she looks at a photo or screenshot directly. So if a PDF comes back as a scan, take a photo of the page (or a screenshot) and upload that instead. A text-based copy works too — download the original from Canvas or the publisher rather than scanning a printout.

What she does with it

She'll also tell you when an upload disagrees with your course materials. That's not her being difficult — handouts can be dated or simplified, and working out why two sources differ is usually more useful than either one on its own.

She'll help you with a worksheet, not do it Uploading an assignment doesn't get you the answers. She'll use it to see where you're stuck and work through it with you — which is the same thing she does with everything else.

Your files stay yours

The archive

Every file you put away is kept in your archive. That includes files you removed with the ×, files you left out at the start of a session, and files that passed 180 days. Open the archive with the box icon () in the Files section of the session panel.

Uploading a file is not the same as Dr. Olivia remembering something about you. What she records about your learning comes from how you work through problems with her — not from what a document happens to claim.

If something goes wrong

What you seeWhat it means
"That file type can't be uploaded" It isn't one of the formats listed above — for example a video or a zip file. Save or export it as a PDF and try again
"That is an older Office format" It's a .doc, .ppt or .xls. Open it, save it as .docx, .pptx, .xlsx or a PDF, and upload that
"That file contains macros" Save it without macros (as .docx, .pptx or .xlsx) and try again
"That PDF contains embedded scripts, attachments or forms" The file has active content in it, which we don't accept. Opening it and printing it to a new PDF usually clears it
"No readable text — this looks like a scan" See Scanned PDFs above. Nothing is broken; upload a photo of the page instead
"You already have 50 documents saved" Put one you're finished with away (the ×) and upload again. The same limit applies when you restore a file from the archive

For faculty Faculty

You can upload your own files and ask about them the same way — a draft exam, a syllabus, a paper you're reviewing. Dr. Olivia will be direct about problems she finds: an ambiguous stem, a distractor that doesn't work, a mismatch with the material it's meant to assess.

Files you upload go on your record, not a student's, and students never see them. They are listed in the session panel in your sessions too, and you get the same question at the start of each session, so a file from last week doesn't stay in Dr. Olivia's view unless you want it there.