The third annual FONT Music, held in August 2005, provided a week-long celebration of Lester Bowie at the Jazz Standard and an expansion of educational and performance opportunities for students and aspiring musicians.
FONT Music 2007 welcomed Ralph Alessi, Anthony Braxton, Cecil Bridgewater, Robert Erickson, John McNeil, Jeremy Pelt, the Taylor Haskins Experiment, Kirk Knuffke, Matt Lavelle Spiritual Power Trio, Macroquarktet, Jason Palmer, Jason Price, Huang Ruo, and the Kenny Wollesen Big Band.
In 2008, the Festival presented a celebration of Louis Armstrong, Woody Shaw, and Wadada Leo Smith, and performances by Avishai Cohen, Amir ElSaffar, Mark Isham, Ingrid Jensen, Frank London, John McNeill, and Jeremy Pelt.
The seventh annual FONT Music Festival in 2009 included performances at the Jazz Standard and Cornelia St Cafe, lessons with Laurie Frink, and a workshop with John McNeill.
Performances included appearances by the American Brass Quintet, Practical Trumpet Society, New School Alumni Trumpet Round Robin, Banda de los Muertos, FONT's own Afro-Brass Assembly, No BS Brass Band, Graham Haynes, Carlos Abadie, Tim Hagans, and Aaron Shragge.