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.

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Thelonious Monk Institute of Jazz at ChiArts

It was a honor to work as the February guest instructor with the the jazz students at Chicago High School for the Performing Arts.  We worked on a series of topics related to creative arranging and improvisation.  Keep an eye out for these talented musicians!

Christmas Soul

I recently had the joy of working on a song for the Amazon Christmas Soul Compilation with Chicago soul legend JC Brooks.  Check out Back Door Santa here: https://www.amazon.com/Back-Door-Santa-Amazon-Original/dp/B07771D6Q9/ref=sr_1_1?ie=UTF8&qid=1511987281&sr=8-1&keywords=jc+brooks+back+door

Christmas Soul

City of Chicago: Fifth Star Awards

Celebrate Chicago’s creativity at the Fifth Star Honors, a night of stars under the stars honoring legendary Chicago artists Common, Jeanne Gang, Kerry James Marshall and The Steppenwolf Theater Company.  Playing in an all-star Chicago lineup backing Rhymefest, Dee Alexander, JC Brooks, Sam Trump, Nora O’Connor, Toronzo Cannon and Kelly Hogan.

Freelance Lifestyle

Honored to interview about life as a freelance artist and educator with the Continuum Design + Web.  Last week I had the chance to sit down and chat with Janelle Reichman a little about travel sized recording rigs, my mobile office and the inner workings of writing, performing and teaching music.   Take a peak:  http://madebycontinuum.com/interview-series-gerald-bailey/

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