Morris remained a teacher for Reagan County High School for the next decade. While coaching baseball for the Reagan County Owls in the spring of 1999, Morris made a promise to his team that he would try out for Major League Baseball if his team won the District Championship, something the team had never accomplished before. His team won the title, and Morris kept his end of the bargain by attending a Tampa Bay Devil Rays tryout. The scout was not interested in Morris, but gave him a tryout solely to let Morris keep his promise to his players. Surprisingly, Morris discovered that in spite of his age, and having several surgeries on his arm, he was able to throw 12 consecutive 98-mph fastballs. After much debate with his family, Morris signed a professional contract with the Devil Rays organization at the age of 35. He started out with the AA Orlando Rays, and moved up quickly to a spot with the AAA Durham Bulls. Thanks to solid pitching performances with Durham, Tampa Bay gave him a chance to pitch with the Rays when rosters expanded in September. On September 18, 1999, against Royce Clayton of the Texas Rangers, the 35-year-old Morris made his debut, striking Clayton out on four pitches. He made four more appearances later that year.