Bailey began playing bass guitar at age 12 and started playing fretless bass after he ran over his fretted Stuart Spector with his car. He started playing double bass after hearing Stanley Clarke playing with Return to Forever. He has been a faculty member at Coastal Carolina University and the University of North Carolina Wilmington. He was also a faculty member at Hollywood's BIT for 10 years. He is a co-founder of Victor Wooten's Bass/Nature Camp, which helps to teach bassists of all ranges. Thebassvault.com is also a joint project with Bailey and Wooten. He is an avid tennis player and surfer.

Bailey has worked with Ernestine Anderson, Bass Extremes, David Benoit, Tab Benoit, Michel Camilo, Larry Carlton, Paquito D'Rivera, Chris Duarte, Bryan Duncan, Brandon Fields, Dave Liebman, Dizzy Gillespie, Scott Henderson, Carol Kaye, Kitaro, T Lavitz, James Moody, Mark Murphy, Willie Nelson, John Patitucci, Ray Price, Toni Price, Emily Remler, The Rippingtons, Claudio Roditi, Billy Joe Shaver, Billy Sheehan, Lynyrd Skynyrd, Mel Tormé, and Jethro Tull.

-video is property of Bill Brookins/BBP

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