DAE remember the app "spraycan"?
Wow this was a long time ago but theres no way im the only one from that community that still thinks about it. I will try to probe my brain for anything i can think of that will help jog some of your memories and add to this later.
The app was just a shitty social media from 2009 where you draw on a canvas and post it, people can comment, vote, and all that junk. There was a "top artist" spot (the only artist that i can remember is toxicapple but im shocked that i can even remember that.)
Edit: Heres a video to see what it looks like