And also talk to your developers. You have to assign map file
ID's to every RoboHelp topic you want to be called by a help
button, then tell the individual help button what map file ID to
call. You assign the map file ID's, the developers program the help
buttons.
Help files with a relatively small number of map file ID's
are easier to maintain, but not as helpful to the customer as hep
files with a lot of map file ID's that call very specific help
topics. However, lots of map files ID's increases the chances of
error/difficulties of maintenance.
You'll need to decide on how much effort you can devote to
setting up the context sensitive help in the first place and how
much effort you'll need to spend maintaining the CSH when you
update the help files. This will determine the number of
topics/help buttons that you can have in your context sensitive
help.