In his youth, Bailey was enrolled and participated in several South Florida programs for the gifted until 1987 when he was accepted into the prestigious New York School of Visual Arts.After graduating, Bailey set his sights on the exploding South Beach night scene, throwing "one-night stand" exhibitions at bustling clubs and crowded pool halls, where he attracted the attention of local businesses and collectors, bringing him great exposure and promotion.To this day, Bailey remains a traveling artist to destinations all over the country, attending nationally renowned art festivials and throwing exhibitions at nightclubs, restaurants, salons, and boutiques, as well as several private homes.