An early prognosis Gleeok (my opinion, not official):
The Iron Man Award (Most Difficult):
1. Glenn the Great
2. BigJoe
3. Gleeok
4. CJC
5. Nightmare
6. Chris Miller
The Riddler Award (most puzzles):
1. Glenn the Great
2. Chris Miller
3. CJC
4. Nightmare
5. BigJoe
6. Gleeok
The Smeargle Award (Most Creative):
1. CJC
2. Glenn the Great
3. Nightmare
4. BigJoe
5. Gleeok
6. Chris Miller
The Tetris Award (Most Fun and Addictive Quest)
1. Nightmare
2. CJC
3. Chris Miller
4. BigJoe
5. Gleeok
6. Glenn the Great
The NES award (Most Authentic):
1. BigJoe
2. Chris Miller
3. Nightmare
4. Gleeok
5. Glenn the Great
6. CJC
This is subject to change as time goes on, but this is from what I've tested so far.
-James