Maybe this doesn't count as a real answer:
I would vote against those help files. 5-6 years back we had real context sensitive help files on a per-dialog-basis in our applications, and it was a lot of effort to maintain those.
Therefore, we changed this to shipping "simple" PDF files that appear on F1
. We never got any complaints from users.
Recently we started migrating this to real HTML websites with lots of individual pages, a search function, "prev" and "next" navigation, and a printer-friendly format. This enables us to update the manual much quicker and makes it more "linkable" compared to PDF.
Personally, I really never get warm with those help files. E.g. I still do not understand why some files need to be trusted, before I can open and view them.