In 2003, at 20 years old, Mangan completed his first set of recordings: an EP of simply recorded acoustic songs called All At Once. Five hundred copies were pressed and sold or given away throughout the Vancouver area. With a bank loan and a small community of musicians who would offer cheap or free sessions, Mangan recorded Postcards & Daydreaming in the summer of 2005 with producer Daniel Elmes and good friend Simon Kelly. Mangan released the album independently at first, selling the album online and at live shows. In July 2007, Vancouver-based independent record label File Under: Music picked up the LP and re-released the album with new artwork and an extra track, "Ash Babe". The following March, the record was released in Australia by ABC/Warner.
In March 2009, Mangan's album Nice, Nice, Very Nice was recorded in Toronto at Green Door Studios with producer John Critchley, and featured an assortment of other Canadian artists such as Veda Hille, Justin Rutledge, Mark Berube, Hannah Georgas and members of Said The Whale, Major Maker, and Elliott Brood. The album name was inspired by a line from American novelist Kurt Vonnegut's book Cat's Cradle, while musically Nice, Nice, Very Nice has been compared to Chad VanGaalen and Bon Iver. The first two singles from his second full-length, "Robots" and "Road Regrets" earned airplay on local Vancouver radio stations, as well as on satellite radio stations such as The Verge and CBC Radio 3.
In September 2009, Mangan was awarded "Artist of the Year" at the Verge Music Awards. In 2010, Nice, Nice, Very Nice was licensed and released by Toronto-based independent record label Arts & Crafts in the United States and Europe (via City Slang). The album was shortlisted for the Polaris Music Prize. Nice, Nice, Very Nice was also awarded "iTunes Album Of The Year" for the Singer/Songwriter category and won three Western Canadian Music Awards for "Independent Album Of The Year", "Roots/Solo Album Of The Year" and "Songwriter Of The Year". "Robots" was named "Best Song" by the CBC Radio 3 BUCKY Awards.

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