A Republican among Democrats, a privileged Southern scion among working-class Northerners, Holland earned his stripes as an entrepreneur/activist embracing a vision of personal and community transformation. A five-year sojourn became a three-decade commitment, as his Harlem-based career morphed from practicing law to empowering the homeless, to running small businesses, to writing plays, to serving in politics, to building housing--all aimed at revitalizing a beaten-down, dream-deferred cultural mecca haunted by poignant memories of its glory days in the early twentieth century.