This is the square I drew, now in the alumni section:
I loved my toucan design. I'll certainly draw him again for a full-fledged illustration.
For the background I just went with freestyle whatever. Now I wish I had done something exclusively green and vibrant. I had an original plan for the background that I ended up scrapping because it was going to take too long and I wouldn't be done by judging time. I didn't win anyway, but I still really like my toucan.
Either way, I always intended to leave some of the sidewalk showing since I love the contrast of the dull gray of the sidewalk, which makes the chalk stand out.
The "Pura Vida Costa Rica" I added on a whim. We do have lots of beautiful tropical birds there, and who knows? Maybe some of the festival goers have visited CR too. So it was me saying: "I'm Costa Rican, come say hi."