Caldwell's career included significant work at Warner Bros. Animation and Filmation, where he contributed to classic cartoons such as Animaniacs, which aired on Fox between 1993 and 1994, and the Steven Spielberg-produced Pinky and the Brain, which ran for three years after its 1995 debut. He also worked as a storyboard artist on the Disney Channel show Kim Possible and on the animation teams for films like the 2006 animated feature Curious George and the 2011 Easter comedy Hop.
Additionally, Caldwell served as a storyboard artist on projects including The Smurfs, Alvin & The Chipmunks, Clifford the Big Red Dog, and Tom and Jerry. No cause of death has been revealed for Barry Caldwell.