A family of Microsoft word processing software products for creating web, email, and print documents.
Use a two-column Table not newspaper-style Columns.
These are very different ways of setting up your document that can appear quite similar.
Take Headings outside of the Table, i.e. a separate Table after each Heading.
The columns under layout are intended to go from the bottom of one column to the top of the next to the next like in a newspaper or magazine.
If you allow your table row to break across pages text in it will wrap to the same column on the next page.
Tables do not need to have borders.
4. Use Tables and Tabs to Arrange Text in Microsoft Word
You could also use a Table of Contents at the start of your listings for those listings instead of the Navigation Pane.
That would reflect the headings that are inside the Table.