I translated iconic characters found on Coolmath Games into a unified style while keeping true to their designs to form the Coolmath Games illustration library. The library was created in Illustrator and Figma, so the social team could easily mix-and-match assets for viral posts.
Below is the set of tests that decided the style direction. After we agreed internally on our two favorites, we took to social to find out which style the audience preferred. 
The Illustrator files were set up so the characters are easy to pose in marketing materials, or even animate. See them in action in the Coolmath Games trailer, created by Mila Lesh.  

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