Is it possible to format your document as multiple pages per sheet, rather than columns? It might give you the easiest numbering.
I'm starting off guessing you might be using standard letter paper size, landscape orientation, with two columns per sheet as if a booklet? Though, I think you could adapt this to your paper size and orientation.
To do this, go to the Layout tab on the ribbon, and click on the little "more button" in the corner of the Page Setup button (Dialog Launcher) which will pop up the window. You can see how I did this example in the image.
I think from there that you will be able to design your page numbers as you would normally do if each column were a separate page, which now it is. I did a PDF export and they came out on the same sheet.
Hope this helps,
Ann
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