Is there a way to share upload locations between MSM sites, or to sync the dirs for both sites?
If not, is there another module that can do this?
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If you have command line access on the server, you can setup a Symbolic Link: http://www.wallpaperama.com/forums/linking-files-with-symbolic-links-linux-unix-shell-command-tutorial-guides-t479.html
Apparently you can also set up a Symbolic Link without command line access using PHP: http://perishablepress.com/use-php-to-create-symbolic-links-without-shell-access/