Anderson got his first contract working on USCF Chess and was subsequently offered a full-time position at Interplay Entertainment. His first job was 'clean-up artist' on Stonekeep, which was just about to ship. In 1993 he was assigned to the GURPS-related project being developed by Tim Cain; the yet to be named "Fallout". Within a short time, he rose to a lead position and became a key member of the Fallout team. His role in making the game started out with supplying Cain with art to test out with the graphics engine he was building. Even though Anderson was hired as an artist, he was allowed to take on several roles in the development process. He attended all design meetings and ultimately designed the way art would be implemented into the "Fallout" engine.