Prior to coming to Central New York, Hupp spent 17 seasons as the producing artistic director of Arkansas Repertory Theatre in Little Rock. He directed over 30 productions for Arkansas Rep ranging from "Hamlet" to "Les Miserables" to "The Grapes of Wrath." In New York City, Hupp directed the American premieres of Glyn Maxwell’s "The Lifeblood and Wolfpit" for the Phoenix Theatre Ensemble. He also served for nine seasons as the artistic director of the Obie Award-winning Jean Cocteau Repertory. At the Cocteau, Hupp's directing credits include works by Buchner, Wilder, Cocteau, Shaw, Wedekind and the premieres of the Bentley/Milhaud version of Brecht’s "Mother Courage and Her Children," Seamus Heaney’s "The Cure at Troy," and Eduardo de Filippo’s "Napoli Millionaria."

Hupp has held faculty positions at Pennsylvania’s Dickinson College and, in Arkansas, at the University of Arkansas at Little Rock and Hendrix College. He served as vice president of the board of directors of the Theatre Communications Group and has served on funding panels for the New York State Council on the Arts, National Endowment for the Arts, the Theatre Communications Group, the New Jersey State Council of the Arts, and the New York City Department of Cultural Affairs. While in Arkansas, Hupp was named both Non-Profit Executive of the Year by the Arkansas Business Publishing Group and Individual Artist of the year by the Arkansas Arts Council. He and his wife Clea ride herd over a blended family of five children, one dog, and two cats.