[3] Their second and final album, Chocolate Milk, included "Wounded Bird", which was written and recorded for the film True Romance.

[1] He studied jazz singing at Berklee College of Music in Boston,[1] and was lead singer of the band Down Avenue,[6] who won WBCN's 1985 "Rock 'n Roll Rumble".

[4][12] On May 29, 2020, The Fader announced Chacon's return to music after two decades of silence as a singer, referring to him as a "low-key R&B legend".

[14] The project was produced and co-written by Solange collaborator John Carroll Kirby and distributed by Light in the Attic Records.

"[14] On July 29 2020, The New York Times said: "The album avoids the trappings of a throwback or revival of a bygone era, instead exploring the rarely glimpsed side of that genre's themes of passion and heartbreak, sung by a bruised but wiser man.

In 2020 he released a single, "High", with Stones Throw Records' John Carroll Kirby and harpist Nailah Hunter.

[16] The album was rated highly on publications including Pitchfork,[17] Record Collector[18] and The Guardian which wrote: "The question that haunts Sundown is whether the unexpected success of Pleasure Joy and Happiness can be replicated.