Strange… but I can’t reproduce it myself. Maybe you’ve some kind of dodgy Windows helper installed which would appear in the pop-up menu, but which is actually messing up?
Could well be the case. A bit more testing revealed that it only misbehaves when running JuceDemo from the debugger (Visual Studio 2010) AND right clicking a folder (not a file). So I guess there are more important bugs to chase down than this one…
It doesn’t sound like anything that could be fixed - most likely some benign internal Windows snafu that you wouldn’t normally see when there’s no debugger to catch it.
Heap corruption has happened to me once in a while in the Juce File Browser after using the up button and has happened in the release version. I’ll try to get more details the next time it happens. Can you take a look at it?