A typically erudite post on great software by James Fallows linked to my old page on GrandView, MORE and other lost software gems.
James referenced a host of interesting modern software. Of the list he gave I can personally vouch for the very affordable OmniOutliner (which most closely resembles GrandView) and the terribly expensive MindManager. I'd also add Inspiration, which he omitted. Inspiration is still around, though it's now marketed only to schools and no longer actively developed.
There are several other OS X apps in this domain; Matt Neuburg used to write on this topic and Ted Goranson wrote "About this Particular Outliner" from 2003 to 2008 starting with a must-read history column. (Yes, one day there will be historians of software, who will write doctoral theses about the role of MORE 3.1.)
There are so many fine designs in these old products. Perhaps we need software archeologists to resurrect them for modern reuse. If you know of old copies, don't toss them out. Get them onto a hard drive. There will always be emulators to run them.--
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