One of the easiest ways to begin applying numbers is by starting to type a numbered list. Word recognizes that you are creating a list and responds accordingly by converting text that you type into numbered items. The number scheme, delimiter characters that mark the beginning or end of a unit of data and formatting are all based on what you have typed.
When you're working on a document such as a magazine or a book with many pages in it, using the master page feature in Adobe InDesign CC 2015 to insert automatic page numbering simplifies working with the document. On a master page, you designate the position, font, and size of the page numbers and any additional text you want to accompany the numbers such as the magazine name, date or the word "Page." Then that information appears on every page of the document along with the correct page number. As you work, you can add and remove pages or rearrange entire sections, and the numbers remain accurate.
If you want numbered headings to be underlined, but do not want a line under the number, it can be difficult if you don't know how it works. This is because by default, the format of the number follows the format of the text that follows it. For example, let's say you want to underline a paragraph in a Heading 2 style. Chances are it will look like this:
Another fan of Fusion Pro Desktop here. This is exactly what you need. We have sold both PrintShop Mail and Fusion Pro Desktop for this very application (numbering) and other VDP applications. Fusion Pro Desktop easily beats PrintShop Mail from both a price and performance viewpoint. You could also try Printer's Bench http://www.elkriversystems.com/ProductsList.aspx for a good entry level package
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This feature is easiest to use when you combine it with Word's built-in heading styles. However, you can map a custom heading style to the multilevel numbering feature—it just takes more work. Word handles nine levels, but any document with more than four levels should receive a serious developmental edit. More than four becomes confusing and perhaps worse, unreadable.
If you want numbered headings to be underlined, but do not want a line under the number, it can be difficult if you don't know how it works. This is because by default, the format of the number follows the format of the text that follows it. For example, let's say you want to underline a paragraph in a Heading 2 style. Chances are it will look like this:
In the example I explained, I was using a list, but did it with un-linked text boxes using “continue from previous number” and “continue numbers across stories.” I’m guessing that there is no way to tell InDesign that even though there are 4 text boxes on the page, that there are two different lists? I’d probably have to just create two threaded stories for that scenario to work.

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