@Aaron: I am stuck exactly with the same problem. I am constructing a style guide document, and thus my content is mainly images, not text. Still I do need numbered chapters in multiple levels, but the automatic numbering seems to be almost impossible as my headings are in separate text boxes. I have tried linking heading text areas, section markers, numbered lists and whatnot, but I am about to revert back to manual numbering instead of battling with this and wasting time! It’s just so devastating, I believe that machines should do what they do best, instead of people keeping track of numbering chapters!

In Japanese, Chinese, or Korean versions, by default, Arabic numerals are used for page numbers. However, if you use the Numbering & Section Options command, you can specify the style of numbering, such as Roman numerals, Arabic numerals, Kanji, and so on. The Style option allows you to select the number of digits in the page number, for example, 001 or 0001. Each part of the document that uses a different numbering style is called a section. For more information on sections, see Define section numbering.
You can also insert a page number inside existing artistic or paragraph text. If the text is located on a local layer, the page number is inserted on the current page only. If the text is located on a master layer, the page number becomes part of the master layer and appears on all pages where the master layer is visible. For more information about artistic and paragraph text, see Adding and manipulating text.
You can exclude the first page(s) from numbering. This may be needed if page 1 follows after pages that have no numbers, or have individual numbering as the table of contents in large books. To show number 1 on page 2, double-click on its page number field and set First page to 2. Note that to have the correct page numbers on the following pages, you need either place the page number field on a master page, or set the same First page value on all pages.
Microsoft Publisher, the desktop publishing component of the Professional version of the Office Suite, can perform many time-saving tasks for busy business owners, including layout and design work. It can even help you avoid a shopping run to try to find tickets for your next employee picnic, holiday giveaway or executive board meeting. Create your own tickets, including the vital sequential ordering needed for raffles or attendance tracking, using Publisher’s page numbering. With a few tricky manipulations of the page number process, you can start running the numbers in an entirely new fashion. numbering using coreldraw
It works from within Corel Draw and eliminates the need to export graphics and then import them into sign making software. In fact SignTools 4 turns Corel Draw into arguably the best sign program currently available. SignTools 4 is a floating application that works from within Corel Draw 10, 11, 12, X3, X4, X5, X6, X7*,X8 and 2017. It can be moved to any part of the screen and also contains a customizable Quick Palette, allowing users to setup the program with their most used tools. The Quick Palette makes using the tools faster than ever before. You can even click on the 'Auto' option allowing you to use tools with a single click.

CK Note: Word 2007 - 2013 interface has an different automatic numbering scheme which I have been told is much less subject to corruption. Microsoft Word 2010 Bible by Herb Tyson, MVP. However numbering is still very imperfect in these later versions. I still recommend following Shauna Kelly's step-by-step instructions (see above) if setting up numbering in a template or in a document likely to be heavily edited. If you start without doing this and end up with "spaghetti numbering," fixing it will be a very large chore!
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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
I have a word document with a table of 6 exact cells on a full page table. In those cell areas I have been printing tickets with a list and a mail merge and updating labels. I call to an excel list of 1-2000 and then I generate all the pages through the Finish and Merge option. This all works perfect. I get 2000 individually numbered tickets to print...however...I then have six tickets printed on a page of paper with ticket numbers 1, 2, 3, 4, 5 ,6 then the next page has 7,8,9,10,11,12. This is fine but I then have to cut and stack these tickets in groups of six and at that point none of the numbering is sequential. The tickets are basically random.
Since Word 2000 applies outline numbering by default, as you press TAB or SHIFT+TAB in a numbered list, you are moved to the next or previous outline level. If you are in a numbered list that has outline numbering generated by the method described in the previous exercise, when you choose Bullets and Numbering from the Format menu (or alternate-click a portion of the numbered list), the Numbered tab appears on the Bullets and Numbering dialog box. However, if you first select the entire list and choose Bullets and Numbering from the Format menu, the Outline Numbered tab from the Bullets and Numbering dialog box is selected.
Remember that you must update the values in the sheet if you want to continue the numbering series with the next batch of tickets. For instance, if you want your next batch of tickets to start with 112, you'd open the workbook and change the value 100 to 112, and update the remaining values accordingly. Don't forget to save the workbook after updating the values.
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