Hi hughbetcha
It just looks a bit complicated. Really it's pretty simple.
WebHelp and FlashHelp (or the "Pro" versions of each) are intended
to be copied to a Web Server and accessed that way.
WinHelp - Fuhgeddaboudit. It's an old format and many are
switching from it because of Vista issues.
Compiled .CHM format is used if you are creating a help file
that will ship with a locally installed application. Think Internet
Explorer. If you summon help while using IE, you are seeing a
compiled .CHM.
JavaHelp and Oracle Help are rather esoteric formats. You
won't find many authors with those skills. Primarily you will be in
the world of either Compiled HTML Help (the .CHM file) or the
WebHelp/FlashHelp world. Particularly if you are also purchasing
RoboHelp Server. RoboHelp Server only works with the WebHelp Pro
and FlashHelp Pro outputs. (or, more accurately, those outputs only
work if RoboHelp Server is in use)
Hopefully this was helpful... Rick