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I have a have a symlink foo in /Users/myaccount which points to /Volumes/foo. In the Finder or file chooser, the symlink does not show up as directory, so I can't expand it to select /Users/myaccount/foo/bar, but instead I have to double click it which then let's my select /Volumes/foo/bar.

How to tell the Finder or file chooser that it should directory symlinks like directories, so I can expand them?

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Actually, it should do so – that is Finder’s default behavior (just tested to be certain) since at least OS X 10.6 (not sure about 10.5). What do you mean exactly by “expand”? Does it display as a folder in column mode? Does ls -l /Users/myaccount show a valid link destination (the part after the ->)? – kopischke Oct 27 '11 at 12:18
My valid directory symlinks show up in the Finder's column mode as "files", not as directories (though they have child directories). I'm using OS X 10.6 and 10.7. – Mike L. Oct 27 '11 at 19:58
Could you please post the result of ls -l /Users/myaccount? I just tested again on my system, and it works fine even with ejectable media that gets unmounted between accesses, at least on Lion… Also, your OS X version and a screenshot of the Finder window would be very helpful too! – kopischke Oct 28 '11 at 8:46
ls -l /Users/myaccount returns lrwxr-xr-x 1 mike staff 29 Jan 24 2011 foo -> /Volumes/foo – Mike L. Oct 29 '11 at 8:25
That looks correct. What kind of mount is /Volumes/foo (network? what protocol? local? what kind? DMG?)? – kopischke Nov 1 '11 at 14:07

I just had this same problem with symlinks pointing to a samba mounted volume. Rebooting and remounting the volume solved the problem.

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