With drummer Randy Ragsdale, guitarist Grady Cross, and bassist Matt Wiedemann, Canada formed the band Cross Canadian Ragweed in 1994 (they came up with the name by putting together elements of their names), and they soon relocated to Stillwater, Oklahoma, where they fell in with the thriving local musical community, particularly the Americana-friendly Red Dirt scene. In Stillwater, Jeremy Plato took over for Wiedemann on bass, and Cross Canadian Ragweed began touring frequently through Oklahoma and Texas. In 1998 they recorded their first album, Carney, released through their own Underground Sound label, and in 2001 they signed a deal with Universal South; Highway 377 was their first major-label release. Thanks to a busy touring schedule and a growing and devoted fan base, Cross Canadian Ragweed became one of the most successful acts from the Red Dirt community, and during his downtime from the band, Canada was eager to help other artists he admired, appearing on albums by Ray Wylie Hubbard, Mike McClure, Stephanie Briggs, and Stoney LaRue.
In 2010 Cross Canadian Ragweed announced they were going on an extended hiatus, a time-out that became permanent the following year when Ragsdale and Cross amicably resigned to spend more time off the road and with their families. Canada recruited Plato to play in his new project, Cody Canada & the Departed, featuring Seth James on guitar, Steve Littleton on keyboards, and Dave Bowen on drums. Canada's first album with the Departed, This Is Indian Land, was released through Underground Sound in the summer of 2011. Adventus arrived in 2012, followed by HippieLovePunk in 2015, both of which were released under the Departed moniker. ~ Mark Deming, Rovi