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):
When the “Current Page Number” placeholder sits on a master page, every page to which you assigned that specific master page will display this variable – the number will change automatically on every page. If you change the style assigned to the placeholder on the master page (let’s say you set it to bold), all page numbers will update to that style (all numbers will become bold).
GREAT tip with lots of uses! Thank you. This will save me hours of work on some tickets I’m designing. However, I also need to set up table tents that have numbers on them. They’re 2-up, and are folded, so each number needs to appear twice on the same page. In short, I want a page with 1/1 and 2/2, and I’m getting 1/2 and 3/4. Am I missing an obvious fix? Thank you.
UPDATE: I was able to fix this by DEselecting “Allow Document Pages to Shuffle” and “Allow Spreads to Shuffle.” Or perhaps I only need to do one of those, but I was trying everything in the book and happen to uncheck those. Once I deselected those, I was able to move the spreads back to the way they needed to be. Of course, I had to do each of them individually, which would be tedious if you had a very large document already created. Definitely something that I will have to remember to do at the beginning of creating a document. (Luckily, this particular one is only six pages.) I’m wondering if there is a quicker way if this issue returned.
Many Office programs will detect when you start a numbered or bulleted list and helpfully automate it, so that when you press Enter, new list items are automatically indented and bulleted or numbered. If this behavior isn’t actually all that helpful for you, and you’d rather control your own list-making without Office’s help, you can turn to your autocorrect options.

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 want to point out that if this document is a fixed set of standards but will be amended in later editions, then autonumbers will increment, which is a bad idea. In legal documents, numbers are usually static, and deletions are struck-through, not deleted, to preserve the original numbering, so that older and newer editions can be compared number-by-number. Inserted and appended content would need to be manually numbered. You may want to create the first edition with autonumbering, then convert the numbered list numbers to text, to avoid unwanted renumbering in future editions.
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.

By default, bullets and numbers inherit some of their text formatting from the first character in the paragraph to which they’re attached. If the first character in one paragraph is different from the first characters in other paragraphs, the numbering or bullet character may appear inconsistent with the other list items. If this is not the formatting you desire, create a character style for numbers or bullets and apply it to your list by using the Bullets And Numbering dialog box.
Defined lists are often used to track paragraphs for numbering purposes. When you create a paragraph style for numbering, you can assign the style to a defined list, and paragraphs are numbered in that style according to where they appear in the defined list. The first paragraph to appear is given number 1 (“Table 1”), for example, and the next paragraph is given number 2 (“Table 2”), even if it appears several pages later. Because both paragraphs belong to the same defined list, they can be numbered consecutively no matter how far apart they are in the document or book.
There are three settings we need to embed in this field. The first is to tell it what kind of numbering we want to do (in this case, “First, Second, Third”), what case we want to use (upper case, title case, etc.), and a switch to tell Microsoft Word to increment the numbers. Click each of these settings as shown below, being sure to click Add to Field after each one:
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!

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.
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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