Homeboy Sandman grew up in Queens, New York City and attended boarding school at New Hampshire’s Holderness School. He received an undergraduate degree from the University of Pennsylvania and subsequently enrolled in law school at Hofstra University. He withdrew from law school during his third year to pursue his career as an emcee.

On June 1st 2010, Homeboy Sandman released his third album, The Good Sun. The album was released on New York City-based indy record label High Water Music and features production from 2 Hungry Bros, Ski Beats, Thievin' Stephen, DJ Spinna, Psycho Les (The Beatnuts) and Core Rhythm, among others. The first single off of The Good Sun is "Angels with Dirty Faces," produced by J57.

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