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I just re-read the beginning of this thread. Your original problem, as best I can see, is the following:
DocMain.doc has 10 pages.
DocInsert.doc has 1(?) page.
You want a single macro which would turn the above state (2 separate documents) into a single printout with...
DocMain pages 1-9 printed out single-sided
DocMain page 10 and DocInsert Page 1 printed out duplex.
In order to do a duplex print job, you need to (at the very least), have a two page document (right?). Because otherwise it doesn't matter whether you have duplex printing turned on or not.
So for a 10 page document with page 1 of the other document inserted as page 11, and the desire to have page 10 and page 1 printed on the same sheet of paper, you would need to have those pages be perceived by the printers as having page 10 be an "odd" page and the new page 11 be an "even" page, yes?
Consider a 10 page document printed entirely duplex.
Pages 1 & 2 will be on the first piece of paper.
Pages 3 & 4 will be on the second piece of paper, and so on...
So in an regular duplex job, page 10 and page 11 would *not* be on the same piece of paper, right?
But if you original document were 9 pages, and you just wanted the new page 10 to be duplex, that would be relatively easy.
But a 10 page document which becomes an 11 page document, *really* needs to be a 12 page document, with a "blank" page 10, in order to get the duplex job correctly done.
Does the above make sense?