This was my first contest on 99designs and I went for the gold package for a new logo and business card.
What I liked most about Dave is that he was one of the few designers who read the brief properly and understood the message between the lines. Very early on his design was ahead of the game.
What I also appreciated very much, and separates him from others is, that with each submission he would make a brief comment on his though behind a new version. For me, this was very important to see how someone thinks and engages - I do this aswell with my customers and think this is a USP.
Sometimes he would state an opposing opinion and explain why. I like people who have their own ideas and can explain them.
What I would have wanted more is guidane: what to do next, what to deliver from my side. Probably because it was my first contest.