I don't know why I didn't notice it before, but your status code is -1.
I found this in the include file for digital file pro:
Upload status codes and error messages:
-1 Trigger did not run
0 File not uploaded
1 All is well, upload processed
10 failed image file type check
11 failed image width limit
12 failed image height limit
20 failed file size limit
30 upload skipped
This means your trigger did not fire... so that means you no longer have a input type="image" name="Update" on your page?