Also not a volunteer or whiz-kid about stuff like this :( but another possible variable -- are the filesizes of your icons over 100KB?

When I first tried uploading an icon, I got an error message that it had to be under 100KB in size. I tweaked it so it was smaller and it was fine. When I tried to upload another icon that was slightly over 100KB (Finder had said it was 100KB), I didn't get that error message, but the Upload button never activated.
(edited to clarify: this was during closed beta)

Good luck! Hope you get an answer/solution soon!