Here's what I can report back on....
I got the member to retry uploading his photo and description once again.
The second time, he had the same result, in that the image uploaded fine but the description was shortened down and only partially posted. So I had the member PM me what the full description should be that he tried to enter. I then went in and attempted to first edit his image and insert the full description he sent me and I was successful in doing that as the description appeared fine after the edit.
I then tried uploading a random image myself along with the members full description and here's what happened.
On the first upload screen, I browsed to a single image on my desktop and then entrered the members long description for it into the description box. The image then uploaded and took me to the second upload screen for additional options. At that point, I checked the description field and at that point I noticed that the description had already been shortened down to about half of what I originally entered. So I then repasted the full description back into the description box on the second screen and did the final upload and the description appeared as it should.
So it would appear the issue is related to entering a long description in the first upload element, not the second.
Hopefully I explained that well enough.