Did you know? At the start of his career, after Ray LaMontagne graduated high school, he found himself working in a shoe factory in Maine. When he heard Stephen Stills' "Tree Top Flyer" on the radio, the song amounted to an epiphany for LaMontagne, who made up his mind on the spot to become a singer and musician. 

In the present day, LaMontagne’s catalog spans nine full-length records, chart-topping radio singles, and a Grammy win, in addition to multiple Grammy nominations. His first full-length album, Trouble, turned 20 in 2024.