* 2009 Juno Award for Pop Album of the Year for "Is it O.K."
* 2010 Juno Award for Songwriter of the Year
* 2013 Juno Award for Adult Alternative Album of the Year for "Harmony"
* 2016 Juno Award for Adult Alternative Album of the Year for "Utopia"
* 2017 Juno Award for Adult Alternative Album of the Year for "Live at Massey Hall"
* 2020 Juno Award for Children's Album of the Year for "The Tween-hood of Sprocket DuBois"
* 2022 Juno Award for Children's Album of the Year for "A Tender Pause: Finding Grace for Every Mess"