Bailey can trace the beginning of his artistic endeavors back
to early childhood. With the help and encouragement of
teachers and a supportive family, he found himself enrolled,
and participating, in several South Florida programs for the
gifted, until 1987, when he landed in New York City to begin
his College training.

After graduating SVA in 1991, Bailey set his sights on Miami's
exploding South Beach night scene, throwing "one-night stand"
exhibitions at bustling clubs and crowded pool halls, where
he attracted the attention of dozens of local businesses and
collectors who quickly snatched up his work, bringing him great
exposure and promotion. To this day, Bailey remains a traveling
artist, riding on the waves of his artwork to destinations all over
the country.

He exhibits his work in galleries, nightclubs, boutiques, as well as
several private homes in cities such as Atlanta, Birmingham, Nashville, Miami, New York and Los Angeles.

His paintings evoke the era and ambiance of the roaring twenties,
but with a modern twist; from his portraits of musicians in fine-tailored suits to his sparse and dramatic street scenes, his workcontinues to be admired and acquired by collectors around the world.