Stacey Roberts spent his childhood traveling the country in his family's Winnebago. They eventually settled in Florida, where he attended Florida State University and the University of Miami. To his mother's consternation, he pursued a major in English literature instead of finance. He rebelled further by receiving his master's degree in early-modern European history from the University of Cincinnati. He can now both impress and frustrate the room with obscure references to Roman emperors and English monarchs.

Roberts founded his own computer consulting firm in 1994. He lives in Northern Kentucky with his wife, Nikki, and their Goldendoodle, Augustus.