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It's a lot easier to be able to look up whatever you want wherever you
happen to be than to have to start some other component first, so I'd
integrate all the help content into one big "book," making sure the
outline / TOC was easy to navigate.
In some cases this may mean delivering the same big package in several
formats. E.g. I had a complex product where a Windows client got a
.chm, an Eclipse client got Eclipse help, and a server component with
no UI got a PDF--but all three had all the information.
I'd organize the help by workflow lifecycle.
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Free Software Documentation Project Web Cast: Covers developing Table of
Contents, Context IDs, and Index, as well as Doc-To-Help
2009 tips, tricks, and best practices. http://www.doctohelp.com/SuperPages/Webcasts/
Help & Manual 5: The complete help authoring tool for individual
authors and teams. Professional power, intuitive interface. Write
once, publish to 8 formats. Multi-user authoring and version control! http://www.helpandmanual.com/
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