Macey was a former student at IMG Academy from 1993-2000. After graduating, he attended to Eckerd College and then spent six years traveling on the Future, Satellite, Challenger and ATP Tours. He was also the traveling partner for Venus and Serena Williams from 1999-2000. During that time, the Williams' sisters won six singles titles and 4 doubles titles including the 1999 French Open Doubles title and Serena won the 1999 US Open singles title. Macey has also trained with pros such as Tommy Haas, Marcelo Rios and Mary Pierce.