To add more than one document at a time, click on "Upload Multiple" in the upper right-hand corner of the Add New box, brought up by clicking on the plus icon in the upper right-hand corner of the documents block.
The multi-document uploader lets you add multiple documents to a patient's file at once, either by dragging and dropping files from your computer into the Upload Multiple pop up, or by clicking in the open space in the Upload Multiple pop up to browse your computer and select files for upload.
Once the files have been added to the Upload Multiple pop up, you can edit the file names, select the document types, specify whether each document should be visible to the patient via the portal, and set whether the document needs to be reviewed by a doctor. If you've made any changes to the default values for a document, click "Save Edits". When you're finished, click "I'm Done. Close this uploader."