I've just awarded the prize to EastSideDesigns.biz for his submission of logo #158 . Congrats! Thanks to everyone who talked with me or sent me messages about the designs they liked. It was really helpful to get some community feedback for this.
His logo won because of some very simple ideas that he came up with that lent themselves well to the site. One is the use of the bendy Y person in a previous design, and the use of the little smile in the winning design. Also the faded blast radius target element is really great for showing importance to things that are close to the user, without looking too much like a bullseye. I'll hopefully work with him to finalize the design into a finished logo for the site.
I'd like to thank the other designers that participated. In addition to giving credit to EastSideDesigns.biz on the final site for his logo, I'd also like to credit on the site some of the other designers for some great ideas, especially helio brazil, wired iris, pacmanb, netso, and year_ago_today. Some parts of them might be turned into icons on the site even though they are not in the logo.
Thanks to 99designs for a great site and service. I was really amazed at the number of submissions and the quality of the designer's work. It made it difficult to make a final decision, that's for sure!