To add a file to an owner's (patient's) Diary, click on the "Owners" icon at the bottom of your Dashboard, then select the owner you wish to add a file for, from your Owners list at left. Simply click on their name.
Select the "Files" tab, beneath the patient's circled name and picture icon, to pull up the file screen.
To add a file, select the + icon.
You can create a file using your device's camera, add an image or screenshot from your photo album, or attach a file from your iCloud Drive, or other location. Simply click on the location of your choice, and locate your file.