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To clarify, the message will appear above the editor for New Topics, but it displays "On" instead of the message for New Posts.   

Back to the image problem:

1. In one instance (error 999 - unknown server error) I think it is occuring if images are physically bigger than about 200kb (even if I don't have a file size limitation - it's set at 0 in the options). 
2. If the images are larger than about 1500 pixels wide (physical size), the browser hangs.
3.  Another common error (image already exists, I think number 109) occurs if an upload was unsuccessful and they try to upload again (they have to actually go and re-name the files). 

I've tried all three scenarios in Firefox and IE9 with the same results.

Thanks, I will gather screenshots of the errors that we get after updating the plugin (I believe it's current, but I will double-check).  The upload errors I personally recieved yesterday was on THIS forum when I was trying to show you screenshots of the message error.  The uploader hung on both ie and firefox.  I think it is because the images were too wide (they were only about 200kb though).  I can try them again today if you'd like me to.

Back to the original error, do you know how I can get rid of the "On" message and replace it with the custom message for New Posts (it is working fine for New Topics).

It would be good if there was an error telling them the pixel size was too big, instead of just hanging without any error message.

I've attached a screenshot of the word "on" in my New Posts instead of the message that it should display (again, this message appears correctly in the "New Topic" but not in the "New Post").  Here is the message that should display in case you are curious: "Please remember to use the critique sandwich when you provide feedback (positive - constructive - positive)."