Currently when you import using "Multiple articles" it creates an article for each specified heading level. But the structure is flat, so if you say all H1, H2 it creates an article for each section, but it does not create the structure. [See import image, H2 should be child of H1] Also see image of the created flat structure in Doc360. Feature Request is that you observe the structure in document. So if you specify H1, H2 then you would create H1 as a Category Page, and then H2 would be articles under H1 Category. The Categories in Doc360 should really match the "Navigation" pane in Word. [See Word Navigation Level 2 structure screenshot}