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Each section within an InDesign document can be numbered differently. This allows you to use one type of numerals to consecutively number a document's preface or other introductory materials and another numeral system for the remainder of the document. You must first define your document's sections, and then you can add section markers or page markers to your master pages. Apply the master page to document pages to include the section and page numbers on the document pages.

I’m not sure which version of InDesign first introduced printing Thumbnails like this, but even if yours doesn’t support that, your printer driver may have a similar feature of its own. Check the printer’s own dialog box by clicking “Setup…” near the bottom left corner of the Print dialog and dismissing the warning, then clicking “Preferences…” in Windows’s Print dialog that comes up (I’m not sure how to access this on Mac OS X, but I’m pretty sure there’s an easy way). For instance, on many HP printers, the feature you want is called “Pages per sheet” and has a drop-down offering 1, 2, 4, 9, or 16 pages per sheet.

An InDesign document can only have one chapter, and these chapters are typically combined in an InDesign book. To insert a chapter number, create a text frame where you want the chapter number to appear on either a document or master page. Click on the "Type" menu, then "Text Variables," "Insert Text Variable" and then "Chapter Number." Update the chapter number if necessary to keep your chapter numbers consecutive by clicking on "Numbering & Section Options" in the Layout menu.

i’ve had to do tons of this lately and found that for the amounts of tickets being done (e.g. 7000 x 10 tickets + cover & mailer) that chuckT’s solution almost 2 years ago is similar to what i use. would be interested to know if others doing similar VDP are using a wholly indesign/excel solution, or if specific VDP software such as XMPie are being used.
A multi-level list is a list that describes hierarchical relationships between the list paragraphs. These lists are also called outline lists because they resemble outlines. The list’s numbering scheme (as well as indentations) show rank as well as how items are subordinate to one another. You can tell where each paragraph fits in the list with respect to the paragraphs before and after it. You can include up to nine levels in a multi-level list.

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
Hopefully what this InDesign tutorial will show you is that page numbering in InDesign is just as easy to do as it is any other program, and much easier than in most. InDesign allows for quick, easy, and automatic page numbering, and I’ll be showing you how to do that today. It’s a simple trick to learn, takes only a few short seconds, and will be a skill that you will be thankful for every time you need to use it. You can always refer back to this InDesign tutorial should you forget any of the steps.
InDesign is a popular publishing software application released by Adobe. It is often used by graphic designers to publish books, magazines and brochures. Along with important elements like text, graphics and logos, page numbers are essential to these publications. It is possible to add the page numbers during or after the document's completion, if you know where to look. This article will tell you how to add page numbers in InDesign.
A single InDesign document can contain up to 9,999 pages, but page numbers can be as large as 999,999. (For example, you can correctly number a 100‑page document that starts on page 9,949.) By default, the first page is a recto (right) page numbered 1. Odd-numbered pages always appear on the right; if you use the Section Options command to change the first page number to an even number, the first page becomes a verso (left) page.
You can add a chapter number variable to your document. Like page numbers, chapter numbers can be updated automatically and formatted and styled as text. A chapter number variable is commonly used in documents that are part of a book. A document can have only one chapter number assigned to it; if you want to divide a single document into chapters, you can create sections instead.
One of the harder things to do in Adobe InDesign, surprisingly for a page layout tool, is to create multilevel or outline format numbered lists.  The right way to accomplish this, according to the folks at Adobe, is to create a Style for every level of the list you’d like to have! Here are Adobe’s instructions on how to do so (This content is taken directly from https://helpx.adobe.com/indesign/using/bullets-numbering.html#create_multi_level_lists):

Help! Having a problem. I realize this is for CS5, which may be the issue. I’m working in CS6, and when I do this, it changes page 1 to a right-side page, completely affecting all of the spreads. I’ve tried to go into Document Setup to force it back, but it ends up making TWO right side pages for the first two pages! Perhaps a difference in versions, or maybe a bug?

Drag the number, which Publisher defaults to “1,” into place on the ticket. To change the sequence, such as to start with “100” instead of “1,” click the “Page Number” button again and choose “Format Page Numbers.” Click the “Start this section with” radio button and type the new number into the field. Click the “OK” button to have Publisher update the ticket number. numbering using indesign