About Gerald Bailey

Gerald Bailey is a freelance trumpet player in Chicago who currently leads several groups combining acoustic jazz with live music technology. He has performed with Belle and Sebastian, Mumford and Sons, The Walkmen, Ty Segal, Syl Johnson, The O’Jays and JC Brooks and the Uptown Sound. He has performed for the Obama administration at the White House in 2009 and 2012 and appeared in the Hollywood movie Public Enemies. As an educator, he currently an adjunct professor at Moraine Valley Community College, Ableton Live instructor for After School Matters, and a private trumpet teacher at Chicago High School for the Performing Arts and Lyons Township High School. Gerald provides trumpet performance, original compositions, orchestrations, arrangements, transcriptions, copy work and electronic sequencing. He has appeared on countless recordings for Bloodshot Records, Warner Bros, Drag City, Jump Up, Rabbit Factory and his original music is currently featured on Cartilage Osseux Records, Tape of the Month Club and through independent release. He has a Bachelors degree in trumpet from the University of Cincinnati and a Masters in composition from DePaul University.

New Single!

Strange Winds ‘llamas In chicago’, is a wacky 38 minutes of magically defying sounds that turn the idea of what chamber music is, on its head. mai sugimoto (alto, flute, percussion, voice), hunter diamond (tenor, clarinet, percussion, voice), artie black (tenor, percussion, voice), brian seyler (tenor, voice, beer can), zach good (bass clarinet, soprano clarinet, voice, percussion), gerald bailey (trumpet, op-1, percussion), and alex massa (trumpet, percussion, voice) combine their novel and radical musical backgrounds to create something that sounds fresh, weird, and thought-provoking.

New Remote Recording!

Just collaborated on a new song with Moongriffin (guitar, keys, Portland, OR) featuring Bryan Murray (tenor saxophone, Watchung, NJ), Caroline Davis (flute, Brooklyn, New York), Chris Merrill (bass Chicago, IL) and Thomas Faulds (drums, Batavia, IL).