Zacery was born in Northampton, Massachusetts. For several years, Zacery worked as a street performer, though his dream was to become a stand-up comic. Zacery spent his off time sitting outside Starbucks drinking coffee and making wise cracks at people walking by.

After being impounded in 1990 (for disturbing the peace and making a public nuisance of himself), Gary agreed to let Rusty adopt Zacery. To Gary's surprise, not only was he able to talk, but he was the ultimate stand-up comedian. Gary and Rusty decided to ask Zacery to join their comedy team. (He still finds it hard to keep his irreverent behavior to himself.)