Fry was also President of RingTales, an online media company. RingTales's Animated New Yorker Cartoons were nominated for a Webby Award in 2008.[1] Fry started cartooning professionally at The Houston Post with the local daily comic strip, Scotty. His work has appeared in Playboy, Good Housekeeping, The Texas Observer, and many other publications.
As of 2013[update] Fry is the author and illustrator of the middle-grade illustrated novel series "The Odd Squad" for Disney-Hyperion. Three books were released in 2013/2014: The Odd Squad: Bully Bait, The Odd Squad: Zero Tolerance, and The Odd Squad: King Karl.