He worked at Disney as an animator for The Great Mouse Detective (1986)[1] Sport Goofy in Soccermania (1987), Oliver & Company (1988), The Little Mermaid (1989), The Rescuers Down Under (1990), The Lion King (1994), and Hercules (1997).

Prior to Disney, Bailey worked with Don Bluth on the Space Ace and Dragon's Lair video games and also on Starchaser: The Legend of Orin.

He directed the animation for Paula Abdul's Opposites Attract music video, the 1995 Mickey Mouse cartoon, Runaway Brain, which was screened out of competition at the 1996 Cannes Film Festival,[2] the 3D theme park attraction It's Tough to Be a Bug!

Major Damage, Bailey's animated short, was posted on his YouTube channel on October 28, 2016.

Back in 2001, Major Damage was a groundbreaking achievement because of his use of the Internet to collaborate with other artists and contributors.