As a performer, Kennedy has performed in opera, musical theater, and concert settings throughout America as well as in France, Austria, and Italy. Some of the organizations that Kennedy has performed with include the Colorado Symphony, Loveland Opera, Pensacola Opera, Mobile Opera, New Opera di Roma, Natchez Opera, Equinox Theater, Town Hall Arts Center, Spotlight Theater, Candlelight Dinner Playhouse, the Southern Colorado Repertory Theatre, Deopt Theatre, Mac-Haydn Theatre. Opera roles that he has performed include Bartolo in The Barber of Seville, Nitch in The Merry Widow, Alcindoro and Benoit in La Boheme, and Doctor Grenville in La Traviata. As a concert performer, Kennedy has served as the baritone soloist fro the Brahms' Requiem with the Northwest Florida Symphony Orchestra, the title role in Mendelssohn's Elijah for First Baptist Church in New York City, Haydn's Paukenmesse in Austria for the Graz Music Festival and the Linz Choral Festival, Mozart's C Minor Mass and Copland's Old American Songs with the Amarillo Symphony.
As a Stage Director, Kennedy has also served as Loveland Opera Theater's director for productions of Kismet, The Mikado, La Boheme, H.M.S. Pinafore, Pirates of Penzance, The Merry Wives of Windsor, The Merry Widow, and Cosi fan tutte. His other directing credits include Kiss me, Kate and Chicago for Evergreen Chorale, Pensacola Opera's world premiere of The Widow's Lantern as well as their productions of Cosi fan tutte, Gianni Schicchi, Hurricane Monologues, Two Worlds, and Silent Saltzburg. He has also staged Annie Warbucks for Candlelight Dinner Playhouse, The Brementown Musicians and The Timecapsule for Southern Colorado Repertory Theater, and Goblin Market, She Loves Me, and Into the Woods for the University of West Florida (for which he received a Kennedy Center American College Theatre Festival 2009 Faculty Director Nomination). Kennedy has also written and directed many Children's Theater pieces including The Brementown Musicians, Empty Pot, and The Sun and the Cucko.