Media Uploader in Directory Listing not working.

I am using directory plugin with custom press and for some reason I get a "An error occurred in the upload. Please try again later." error on the media uploader when trying to add images to the content of the listing?

It seems to work fine when logged in as an admin, but this error appears when adding it as a subscriber.

I have enabled all permissions in Directory for the subscriber role and still no go.

Please help?